Organic electroluminescent materials and devices

ABSTRACT

Heteroleptic iridium complexes having the formulaare disclosed. In this formula, R1, R2, R3, R4, R5, and R6, are selected from hydrogen, deuterium, cycloalkyl, deuterated cycloalkyl, alkyl, and deuterated alkyl, and can optionally be linked together to form a ring; at least one of R1, R2, R3, R4, R5, and R6 is cycloalkyl, deuterated cycloalkyl, alkyl, or deuterated alkyl; ring A is attached to the 4- or 5-position of ring B; and R and R′ can represent any of a variety of subsitutents. These iridium compounds contain alkyl substituted phenylpyridine ligands, which provide these compounds with beneficial properties when the iridium complexes are incorporated into OLED devices.

CROSS REFERENCE TO RELATED APPLICATIONS

This application is a continuation of U.S. application Ser. No. 13/974,490, filed Aug. 23, 2013, which is a continuation-in-part application of U.S. application Ser. No. 13/480,176, filed May 24, 2012, which claims priority to U.S. application No. 61/572,276, filed May 27, 2011, the entire disclosures of which are expressly incorporated herein by reference.

PARTIES TO A JOINT RESEARCH AGREEMENT

The claimed invention was made by, on behalf of, and/or in connection with one or more of the following parties to a joint university corporation research agreement: Regents of the University of Michigan, Princeton University, The University of Southern California, and the Universal Display Corporation. The agreement was in effect on and before the date the claimed invention was made, and the claimed invention was made as a result of activities undertaken within the scope of the agreement.

FIELD OF THE INVENTION

The present invention relates to heteroleptic iridium complexes containing phenylpyridine ligands. These heteroleptic iridium complexes are useful as dopants in OLED devices.

BACKGROUND

Opto-electronic devices that make use of organic materials are becoming increasingly desirable for a number of reasons. Many of the materials used to make such devices are relatively inexpensive, so organic opto-electronic devices have the potential for cost advantages over inorganic devices. In addition, the inherent properties of organic materials, such as their flexibility, may make them well suited for particular applications such as fabrication on a flexible substrate. Examples of organic opto-electronic devices include organic light emitting devices (OLEDs), organic phototransistors, organic photovoltaic cells, and organic photodetectors. For OLEDs, the organic materials may have performance advantages over conventional materials. For example, the wavelength at which an organic emissive layer emits light may generally be readily tuned with appropriate dopants.

OLEDs make use of thin organic films that emit light when voltage is applied across the device. OLEDs are becoming an increasingly interesting technology for use in applications such as flat panel displays, illumination, and backlighting. Several OLED materials and configurations are described in U.S. Pat. Nos. 5,844,363, 6,303,238, and 5,707,745, which are incorporated herein by reference in their entirety.

One application for phosphorescent emissive molecules is a full color display. Industry standards for such a display call for pixels adapted to emit particular colors, referred to as “saturated” colors. In particular, these standards call for saturated red, green, and blue pixels. Color may be measured using CIE coordinates, which are well known to the art.

One example of a green emissive molecule is tris(2-phenylpyridine) iridium, denoted Ir(ppy)₃, which has the following structure:

In this, and later figures herein, we depict the dative bond from nitrogen to metal (here, Ir) as a straight line.

As used herein, the term “organic” includes polymeric materials as well as small molecule organic materials that may be used to fabricate organic opto-electronic devices. “Small molecule” refers to any organic material that is not a polymer, and “small molecules” may actually be quite large. Small molecules may include repeat units in some circumstances. For example, using a long chain alkyl group as a substituent does not remove a molecule from the “small molecule” class. Small molecules may also be incorporated into polymers, for example as a pendent group on a polymer backbone or as a part of the backbone. Small molecules may also serve as the core moiety of a dendrimer, which consists of a series of chemical shells built on the core moiety. The core moiety of a dendrimer may be a fluorescent or phosphorescent small molecule emitter. A dendrimer may be a “small molecule,” and it is believed that all dendrimers currently used in the field of OLEDs are small molecules.

As used herein, “top” means furthest away from the substrate, while “bottom” means closest to the substrate. Where a first layer is described as “disposed over” a second layer, the first layer is disposed further away from substrate. There may be other layers between the first and second layer, unless it is specified that the first layer is “in contact with” the second layer. For example, a cathode may be described as “disposed over” an anode, even though there are various organic layers in between.

As used herein, “solution processible” means capable of being dissolved, dispersed, or transported in and/or deposited from a liquid medium, either in solution or suspension form.

A ligand may be referred to as “photoactive” when it is believed that the ligand directly contributes to the photoactive properties of an emissive material. A ligand may be referred to as “ancillary” when it is believed that the ligand does not contribute to the photoactive properties of an emissive material, although an ancillary ligand may alter the properties of a photoactive ligand.

As used herein, and as would be generally understood by one skilled in the art, a first “Highest Occupied Molecular Orbital” (HOMO) or “Lowest Unoccupied Molecular Orbital” (LUMO) energy level is “greater than” or “higher than” a second HOMO or LUMO energy level if the first energy level is closer to the vacuum energy level. Since ionization potentials (IP) are measured as a negative energy relative to a vacuum level, a higher HOMO energy level corresponds to an IP having a smaller absolute value (an IP that is less negative). Similarly, a higher LUMO energy level corresponds to an electron affinity (EA) having a smaller absolute value (an EA that is less negative). On a conventional energy level diagram, with the vacuum level at the top, the LUMO energy level of a material is higher than the HOMO energy level of the same material. A “higher” HOMO or LUMO energy level appears closer to the top of such a diagram than a “lower” HOMO or LUMO energy level.

As used herein, and as would be generally understood by one skilled in the art, a first work function is “greater than” or “higher than” a second work function if the first work function has a higher absolute value. Because work functions are generally measured as negative numbers relative to vacuum level, this means that a “higher” work function is more negative. On a conventional energy level diagram, with the vacuum level at the top, a “higher” work function is illustrated as further away from the vacuum level in the downward direction. Thus, the definitions of HOMO and LUMO energy levels follow a different convention than work functions.

More details on OLEDs, and the definitions described above, can be found in U.S. Pat. No. 7,279,704, which is incorporated herein by reference in its entirety.

SUMMARY OF THE INVENTION

A compound comprising a heteroleptic iridium complex is provided. In one aspect, the compound is a compound of Formula I.

In the compound of Formula I, R₁, R₂, R₃, R₄, R₅, and R₆, are independently selected from the group consisting of hydrogen, deuterium, cycloalkyl, deuterated cycloalkyl, alkyl, and deuterated alkyl. At least one of R₁, R₂, R₃, R₄, R₅, and R₆ is cycloalkyl, deuterated cycloalkyl, alkyl or deuterated alkyl, and any two adjacent R₁, R₂, R₃, R₄, R₅, and R₆ are optionally linked together to form a ring. Ring A is attached to the 4- or 5-position of ring B. R and R′ represent mono-, di-, tri- or tetra-substitution and are independently selected from the group consisting of: hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

In one aspect, the compound is a compound of Formula II.

In another aspect, the compound is a compound of Formula III.

In one aspect, R₁ is alkyl. In one aspect, R₂ is alkyl. In one aspect, R₃ is alkyl. In one aspect, R₄ is alkyl. In one aspect, R₅ is alkyl. In one aspect, R₆ is alkyl. In one aspect, at least one of R₁, R₂, and R₃ is alkyl. In one aspect, at least one of R₄, R₅, and R₆ is alkyl. In another aspect, at least one of R₁, R₂, and R₃ is alkyl and at least one of R₄, R₅, and R₆ is alkyl.

In one aspect, the alkyl contains at least 2 carbons, at least 3 carbons, or at most 6 carbons. In another aspect, the alkyl contains greater than 10 carbons.

In one aspect, the compound emits yellow light with a full width at half maximum between about 70 nm to about 110 nm when the light has a peak wavelength between about 530 nm to about 580 nm.

Specific non-limiting compounds are provided. In one aspect, the compound is selected from Compound 1-Compound 89.

In one aspect, the compound comprising a heteroleptic iridium complex has the formula

IrL_(A)(L_(B))₂, wherein L_(A) is selected from the group consisting of

L_(B) is selected from the group consisting of

and the heteroleptic iridium complex is selected from the group consisting of Compound II-1 through Compound II-1846, and Compound II-1847 listed in the following table:

Compound Number L_(A) L_(B) II-1. L_(A6) L_(B1) II-2. L_(A12) L_(B1) II-3. L_(A13) L_(B1) II-4. L_(A16) L_(B1) II-5. L_(A17) L_(B1) II-6. L_(A24) L_(B1) II-7. L_(A30) L_(B1) II-8. L_(A31) L_(B1) II-9. L_(A34) L_(B1) II-10. L_(A35) L_(B1) II-11. L_(A36) L_(B1) II-12. L_(A38) L_(B1) II-13. L_(A39) L_(B1) II-14. L_(A40) L_(B1) II-15. L_(A41) L_(B1) II-16. L_(A42) L_(B1) II-17. L_(A43) L_(B1) II-18. L_(A44) L_(B1) II-19. L_(A45) L_(B1) II-20. L_(A46) L_(B1) II-21. L_(A47) L_(B1) II-22. L_(A48) L_(B1) II-23. L_(A49) L_(B1) II-24. L_(A50) L_(B1) II-25. L_(A51) L_(B1) II-26. L_(A52) L_(B1) II-27. L_(A53) L_(B1) II-28. L_(A54) L_(B1) II-29. L_(A55) L_(B1) II-30. L_(A56) L_(B1) II-31. L_(A57) L_(B1) II-32. L_(A58) L_(B1) II-33. L_(A59) L_(B1) II-34. L_(A60) L_(B1) II-35. L_(A61) L_(B1) II-36. L_(A62) L_(B1) II-37. L_(A63) L_(B1) II-38. L_(A64) L_(B1) II-39. L_(A65) L_(B1) II-40. L_(A66) L_(B1) II-41. L_(A67) L_(B1) II-42. L_(A68) L_(B1) II-43. L_(A69) L_(B1) II-44. L_(A6) L_(B2) II-45. L_(A7) L_(B2) II-46. L_(A9) L_(B2) II-47. L_(A10) L_(B2) II-48. L_(A11) L_(B2) II-49. L_(A12) L_(B2) II-50. L_(A13) L_(B2) II-51. L_(A16) L_(B2) II-52. L_(A17) L_(B2) II-53. L_(A21) L_(B2) II-54. L_(A22) L_(B2) II-55. L_(A23) L_(B2) II-56. L_(A24) L_(B2) II-57. L_(A27) L_(B2) II-58. L_(A28) L_(B2) II-59. L_(A29) L_(B2) II-60. L_(A30) L_(B2) II-61. L_(A31) L_(B2) II-62. L_(A34) L_(B2) II-63. L_(A35) L_(B2) II-64. L_(A36) L_(B2) II-65. L_(A38) L_(B2) II-66. L_(A39) L_(B2) II-67. L_(A40) L_(B2) II-68. L_(A41) L_(B2) II-69. L_(A42) L_(B2) II-70. L_(A43) L_(B2) II-71. L_(A44) L_(B2) II-72. L_(A45) L_(B2) II-73. L_(A46) L_(B2) II-74. L_(A47) L_(B2) II-75. L_(A48) L_(B2) II-76. L_(A49) L_(B2) II-77. L_(A50) L_(B2) II-78. L_(A51) L_(B2) II-79. L_(A52) L_(B2) II-80. L_(A53) L_(B2) II-81. L_(A54) L_(B2) II-82. L_(A55) L_(B2) II-83. L_(A56) L_(B2) II-84. L_(A57) L_(B2) II-85. L_(A58) L_(B2) II-86. L_(A59) L_(B2) II-87. L_(A60) L_(B2) II-88. L_(A61) L_(B2) II-89. L_(A62) L_(B2) II-90. L_(A63) L_(B2) II-91. L_(A64) L_(B2) II-92. L_(A65) L_(B2) II-93. L_(A66) L_(B2) II-94. L_(A67) L_(B2) II-95. L_(A68) L_(B2) II-96. L_(A69) L_(B2) II-97. L_(A2) L_(B3) II-98. L_(A3) L_(B3) II-99. L_(A4) L_(B3) II-100. L_(A5) L_(B3) II-101. L_(A6) L_(B3) II-102. L_(A7) L_(B3) II-103. L_(A8) L_(B3) II-104. L_(A9) L_(B3) II-105. L_(A10) L_(B3) II-106. L_(A11) L_(B3) II-107. L_(A12) L_(B3) II-108. L_(A13) L_(B3) II-109. L_(A14) L_(B3) II-110. L_(A15) L_(B3) II-111. L_(A16) L_(B3) II-112. L_(A17) L_(B3) II-113. L_(A18) L_(B3) II-114. L_(A20) L_(B3) II-115. L_(A21) L_(B3) II-116. L_(A22) L_(B3) II-117. L_(A23) L_(B3) II-118. L_(A24) L_(B3) II-119. L_(A25) L_(B3) II-120. L_(A26) L_(B3) II-121. L_(A27) L_(B3) II-122. L_(A28) L_(B3) II-123. L_(A29) L_(B3) II-124. L_(A30) L_(B3) II-125. L_(A31) L_(B3) II-126. L_(A32) L_(B3) II-127. L_(A33) L_(B3) II-128. L_(A34) L_(B3) II-129. L_(A35) L_(B3) II-130. L_(A36) L_(B3) II-131. L_(A37) L_(B3) II-132. L_(A38) L_(B3) II-133. L_(A39) L_(B3) II-134. L_(A40) L_(B3) II-135. L_(A41) L_(B3) II-136. L_(A42) L_(B3) II-137. L_(A43) L_(B3) II-138. L_(A44) L_(B3) II-139. L_(A45) L_(B3) II-140. L_(A46) L_(B3) II-141. L_(A47) L_(B3) II-142. L_(A48) L_(B3) II-143. L_(A49) L_(B3) II-144. L_(A50) L_(B3) II-145. L_(A51) L_(B3) II-146. L_(A52) L_(B3) II-147. L_(A53) L_(B3) II-148. L_(A54) L_(B3) II-149. L_(A55) L_(B3) II-150. L_(A56) L_(B3) II-151. L_(A57) L_(B3) II-152. L_(A58) L_(B3) II-153. L_(A59) L_(B3) II-154. L_(A60) L_(B3) II-155. L_(A61) L_(B3) II-156. L_(A62) L_(B3) II-157. L_(A63) L_(B3) II-158. L_(A64) L_(B3) II-159. L_(A65) L_(B3) II-160. L_(A66) L_(B3) II-161. L_(A67) L_(B3) II-162. L_(A68) L_(B3) II-163. L_(A69) L_(B3) II-164. L_(A2) L_(B4) II-165. L_(A3) L_(B4) II-166. L_(A4) L_(B4) II-167. L_(A5) L_(B4) II-168. L_(A6) L_(B4) II-169. L_(A7) L_(B4) II-170. L_(A8) L_(B4) II-171. L_(A9) L_(B4) II-172. L_(A10) L_(B4) II-173. L_(A11) L_(B4) II-174. L_(A12) L_(B4) II-175. L_(A13) L_(B4) II-176. L_(A14) L_(B4) II-177. L_(A15) L_(B4) II-178. L_(A16) L_(B4) II-179. L_(A17) L_(B4) II-180. L_(A18) L_(B4) II-181. L_(A20) L_(B4) II-182. L_(A21) L_(B4) II-183. L_(A22) L_(B4) II-184. L_(A23) L_(B4) II-185. L_(A24) L_(B4) II-186. L_(A25) L_(B4) II-187. L_(A26) L_(B4) II-188. L_(A27) L_(B4) II-189. L_(A28) L_(B4) II-190. L_(A29) L_(B4) II-191. L_(A30) L_(B4) II-192. L_(A31) L_(B4) II-193. L_(A32) L_(B4) II-194. L_(A33) L_(B4) II-195. L_(A34) L_(B4) II-196. L_(A35) L_(B4) II-197. L_(A36) L_(B4) II-198. L_(A37) L_(B4) II-199. L_(A38) L_(B4) II-200. L_(A39) L_(B4) II-201. L_(A40) L_(B4) II-202. L_(A41) L_(B4) II-203. L_(A42) L_(B4) II-204. L_(A43) L_(B4) II-205. L_(A44) L_(B4) II-206. L_(A45) L_(B4) II-207. L_(A46) L_(B4) II-208. L_(A47) L_(B4) II-209. L_(A48) L_(B4) II-210. L_(A49) L_(B4) II-211. L_(A50) L_(B4) II-212. L_(A51) L_(B4) II-213. L_(A52) L_(B4) II-214. L_(A53) L_(B4) II-215. L_(A54) L_(B4) II-216. L_(A55) L_(B4) II-217. L_(A56) L_(B4) II-218. L_(A57) L_(B4) II-219. L_(A58) L_(B4) II-220. L_(A59) L_(B4) II-221. L_(A60) L_(B4) II-222. L_(A61) L_(B4) II-223. L_(A62) L_(B4) II-224. L_(A63) L_(B4) II-225. L_(A64) L_(B4) II-226. L_(A65) L_(B4) II-227. L_(A66) L_(B4) II-228. L_(A67) L_(B4) II-229. L_(A68) L_(B4) II-230. L_(A69) L_(B4) II-231. L_(A3) L_(B5) II-232. L_(A4) L_(B5) II-233. L_(A5) L_(B5) II-234. L_(A6) L_(B5) II-235. L_(A7) L_(B5) II-236. L_(A8) L_(B5) II-237. L_(A9) L_(B5) II-238. L_(A10) L_(B5) II-239. L_(A11) L_(B5) II-240. L_(A12) L_(B5) II-241. L_(A13) L_(B5) II-242. L_(A14) L_(B5) II-243. L_(A15) L_(B5) II-244. L_(A16) L_(B5) II-245. L_(A17) L_(B5) II-246. L_(A18) L_(B5) II-247. L_(A20) L_(B5) II-248. L_(A21) L_(B5) II-249. L_(A22) L_(B5) II-250. L_(A23) L_(B5) II-251. L_(A24) L_(B5) II-252. L_(A25) L_(B5) II-253. L_(A26) L_(B5) II-254. L_(A27) L_(B5) II-255. L_(A28) L_(B5) II-256. L_(A29) L_(B5) II-257. L_(A30) L_(B5) II-258. L_(A31) L_(B5) II-259. L_(A32) L_(B5) II-260. L_(A33) L_(B5) II-261. L_(A34) L_(B5) II-262. L_(A35) L_(B5) II-263. L_(A36) L_(B5) II-264. L_(A37) L_(B5) II-265. L_(A38) L_(B5) II-266. L_(A39) L_(B5) II-267. L_(A40) L_(B5) II-268. L_(A41) L_(B5) II-269. L_(A42) L_(B5) II-270. L_(A43) L_(B5) II-271. L_(A44) L_(B5) II-272. L_(A45) L_(B5) II-273. L_(A46) L_(B5) II-274. L_(A47) L_(B5) II-275. L_(A48) L_(B5) II-276. L_(A49) L_(B5) II-277. L_(A50) L_(B5) II-278. L_(A51) L_(B5) II-279. L_(A52) L_(B5) II-280. L_(A53) L_(B5) II-281. L_(A54) L_(B5) II-282. L_(A55) L_(B5) II-283. L_(A56) L_(B5) II-284. L_(A57) L_(B5) II-285. L_(A58) L_(B5) II-286. L_(A59) L_(B5) II-287. L_(A60) L_(B5) II-288. L_(A61) L_(B5) II-289. L_(A62) L_(B5) II-290. L_(A63) L_(B5) II-291. L_(A64) L_(B5) II-292. L_(A65) L_(B5) II-293. L_(A66) L_(B5) II-294. L_(A67) L_(B5) II-295. L_(A68) L_(B5) II-296. L_(A69) L_(B5) II-297. L_(A2) L_(B6) II-298. L_(A3) L_(B6) II-299. L_(A4) L_(B6) II-300. L_(A5) L_(B6) II-301. L_(A6) L_(B6) II-302. L_(A7) L_(B6) II-303. L_(A8) L_(B6) II-304. L_(A9) L_(B6) II-305. L_(A10) L_(B6) II-306. L_(A11) L_(B6) II-307. L_(A12) L_(B6) II-308. L_(A13) L_(B6) II-309. L_(A14) L_(B6) II-310. L_(A15) L_(B6) II-311. L_(A16) L_(B6) II-312. L_(A17) L_(B6) II-313. L_(A18) L_(B6) II-314. L_(A20) L_(B6) II-315. L_(A21) L_(B6) II-316. L_(A22) L_(B6) II-317. L_(A23) L_(B6) II-318. L_(A24) L_(B6) II-319. L_(A25) L_(B6) II-320. L_(A26) L_(B6) II-321. L_(A27) L_(B6) II-322. L_(A28) L_(B6) II-323. L_(A29) L_(B6) II-324. L_(A30) L_(B6) II-325. L_(A31) L_(B6) II-326. L_(A32) L_(B6) II-327. L_(A33) L_(B6) II-328. L_(A34) L_(B6) II-329. L_(A35) L_(B6) II-330. L_(A36) L_(B6) II-331. L_(A37) L_(B6) II-332. L_(A38) L_(B6) II-333. L_(A39) L_(B6) II-334. L_(A40) L_(B6) II-335. L_(A41) L_(B6) II-336. L_(A42) L_(B6) II-337. L_(A43) L_(B6) II-338. L_(A44) L_(B6) II-339. L_(A45) L_(B6) II-340. L_(A46) L_(B6) II-341. L_(A47) L_(B6) II-342. L_(A48) L_(B6) II-343. L_(A49) L_(B6) II-344. L_(A50) L_(B6) II-345. L_(A51) L_(B6) II-346. L_(A52) L_(B6) II-347. L_(A53) L_(B6) II-348. L_(A54) L_(B6) II-349. L_(A55) L_(B6) II-350. L_(A56) L_(B6) II-351. L_(A57) L_(B6) II-352. L_(A58) L_(B6) II-353. L_(A59) L_(B6) II-354. L_(A60) L_(B6) II-355. L_(A61) L_(B6) II-356. L_(A62) L_(B6) II-357. L_(A63) L_(B6) II-358. L_(A64) L_(B6) II-359. L_(A65) L_(B6) II-360. L_(A66) L_(B6) II-361. L_(A67) L_(B6) II-362. L_(A68) L_(B6) II-363. L_(A69) L_(B6) II-364. L_(A2) L_(B7) II-365. L_(A3) L_(B7) II-366. L_(A4) L_(B7) II-367. L_(A5) L_(B7) II-368. L_(A6) L_(B7) II-369. L_(A7) L_(B7) II-370. L_(A8) L_(B7) II-371. L_(A9) L_(B7) II-372. L_(A10) L_(B7) II-373. L_(A11) L_(B7) II-374. L_(A12) L_(B7) II-375. L_(A13) L_(B7) II-376. L_(A14) L_(B7) II-377. L_(A15) L_(B7) II-378. L_(A16) L_(B7) II-379. L_(A17) L_(B7) II-380. L_(A18) L_(B7) II-381. L_(A20) L_(B7) II-382. L_(A21) L_(B7) II-383. L_(A22) L_(B7) II-384. L_(A23) L_(B7) II-385. L_(A24) L_(B7) II-386. L_(A25) L_(B7) II-387. L_(A26) L_(B7) II-388. L_(A27) L_(B7) II-389. L_(A28) L_(B7) II-390. L_(A29) L_(B7) II-391. L_(A30) L_(B7) II-392. 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L_(A10) L_(B13) II-772. L_(A11) L_(B13) II-773. L_(A12) L_(B13) II-774. L_(A13) L_(B13) II-775. L_(A14) L_(B13) II-776. L_(A15) L_(B13) II-777. L_(A16) L_(B13) II-778. L_(A17) L_(B13) II-779. L_(A18) L_(B13) II-780. L_(A19) L_(B13) II-781. L_(A20) L_(B13) II-782. L_(A21) L_(B13) II-783. L_(A22) L_(B13) II-784. L_(A23) L_(B13) II-785. L_(A24) L_(B13) II-786. L_(A25) L_(B13) II-787. L_(A26) L_(B13) II-788. L_(A27) L_(B13) II-789. L_(A28) L_(B13) II-790. L_(A29) L_(B13) II-791. L_(A30) L_(B13) II-792. L_(A31) L_(B13) II-793. L_(A32) L_(B13) II-794. L_(A33) L_(B13) II-795. L_(A34) L_(B13) II-796. L_(A35) L_(B13) II-797. L_(A36) L_(B13) II-798. L_(A37) L_(B13) II-799. L_(A38) L_(B13) II-800. L_(A39) L_(B13) II-801. L_(A40) L_(B13) II-802. L_(A41) L_(B13) II-803. L_(A42) L_(B13) II-804. L_(A43) L_(B13) II-805. L_(A44) L_(B13) II-806. L_(A45) L_(B13) II-807. L_(A46) L_(B13) II-808. L_(A47) L_(B13) II-809. L_(A48) L_(B13) II-810. L_(A49) L_(B13) II-811. L_(A50) L_(B13) II-812. L_(A51) L_(B13) II-813. L_(A52) L_(B13) II-814. L_(A53) L_(B13) II-815. L_(A54) L_(B13) II-816. L_(A55) L_(B13) II-817. L_(A56) L_(B13) II-818. L_(A57) L_(B13) II-819. L_(A58) L_(B13) II-820. L_(A59) L_(B13) II-821. L_(A60) L_(B13) II-822. L_(A61) L_(B13) II-823. L_(A62) L_(B13) II-824. L_(A63) L_(B13) II-825. L_(A64) L_(B13) II-826. L_(A65) L_(B13) II-827. L_(A66) L_(B13) II-828. L_(A67) L_(B13) II-829. L_(A68) L_(B13) II-830. L_(A69) L_(B13) II-831. L_(A1) L_(B14) II-832. L_(A2) L_(B14) II-833. L_(A3) L_(B14) II-834. L_(A4) L_(B14) II-835. L_(A5) L_(B14) II-836. L_(A6) L_(B14) II-837. L_(A7) L_(B14) II-838. L_(A8) L_(B14) II-839. L_(A9) L_(B14) II-840. L_(A10) L_(B14) II-841. L_(A11) L_(B14) II-842. L_(A12) L_(B14) II-843. L_(A13) L_(B14) II-844. L_(A14) L_(B14) II-845. L_(A15) L_(B14) II-846. L_(A16) L_(B14) II-847. L_(A17) L_(B14) II-848. L_(A18) L_(B14) II-849. L_(A19) L_(B14) II-850. L_(A20) L_(B14) II-851. L_(A21) L_(B14) II-852. L_(A22) L_(B14) II-853. L_(A23) L_(B14) II-854. L_(A24) L_(B14) II-855. L_(A25) L_(B14) II-856. L_(A26) L_(B14) II-857. L_(A27) L_(B14) II-858. L_(A28) L_(B14) II-859. L_(A29) L_(B14) II-860. L_(A30) L_(B14) II-861. L_(A31) L_(B14) II-862. L_(A32) L_(B14) II-863. L_(A33) L_(B14) II-864. L_(A34) L_(B14) II-865. L_(A35) L_(B14) II-866. L_(A36) L_(B14) II-867. L_(A37) L_(B14) II-868. L_(A38) L_(B14) II-869. L_(A39) L_(B14) II-870. L_(A40) L_(B14) II-871. L_(A41) L_(B14) II-872. L_(A42) L_(B14) II-873. L_(A43) L_(B14) II-874. L_(A44) L_(B14) II-875. L_(A45) L_(B14) II-876. L_(A46) L_(B14) II-877. L_(A47) L_(B14) II-878. L_(A48) L_(B14) II-879. L_(A49) L_(B14) II-880. L_(A50) L_(B14) II-881. L_(A51) L_(B14) II-882. L_(A52) L_(B14) II-883. L_(A53) L_(B14) II-884. L_(A54) L_(B14) II-885. L_(A55) L_(B14) II-886. L_(A56) L_(B14) II-887. L_(A57) L_(B14) II-888. L_(A58) L_(B14) II-889. L_(A59) L_(B14) II-890. L_(A60) L_(B14) II-891. L_(A61) L_(B14) II-892. L_(A62) L_(B14) II-893. L_(A63) L_(B14) II-894. L_(A64) L_(B14) II-895. L_(A65) L_(B14) II-896. L_(A66) L_(B14) II-897. L_(A67) L_(B14) II-898. L_(A68) L_(B14) II-899. L_(A69) L_(B14) II-900. L_(A1) L_(B15) II-901. L_(A2) L_(B15) II-902. L_(A3) L_(B15) II-903. L_(A4) L_(B15) II-904. L_(A5) L_(B15) II-905. L_(A6) L_(B15) II-906. L_(A7) L_(B15) II-907. L_(A8) L_(B15) II-908. L_(A9) L_(B15) II-909. L_(A10) L_(B15) II-910. L_(A11) L_(B15) II-911. L_(A12) L_(B15) II-912. L_(A13) L_(B15) II-913. L_(A14) L_(B15) II-914. L_(A15) L_(B15) II-915. L_(A16) L_(B15) II-916. L_(A17) L_(B15) II-917. L_(A18) L_(B15) II-918. L_(A19) L_(B15) II-919. L_(A20) L_(B15) II-920. L_(A21) L_(B15) II-921. L_(A22) L_(B15) II-922. L_(A23) L_(B15) II-923. L_(A24) L_(B15) II-924. L_(A25) L_(B15) II-925. L_(A26) L_(B15) II-926. L_(A27) L_(B15) II-927. L_(A28) L_(B15) II-928. L_(A29) L_(B15) II-929. L_(A30) L_(B15) II-930. L_(A31) L_(B15) II-931. L_(A32) L_(B15) II-932. L_(A33) L_(B15) II-933. L_(A34) L_(B15) II-934. L_(A35) L_(B15) II-935. L_(A36) L_(B15) II-936. L_(A37) L_(B15) II-937. L_(A38) L_(B15) II-938. L_(A39) L_(B15) II-939. L_(A40) L_(B15) II-940. L_(A41) L_(B15) II-941. L_(A42) L_(B15) II-942. L_(A43) L_(B15) II-943. L_(A44) L_(B15) II-944. L_(A45) L_(B15) II-945. L_(A46) L_(B15) II-946. L_(A47) L_(B15) II-947. L_(A48) L_(B15) II-948. L_(A49) L_(B15) II-949. L_(A50) L_(B15) II-950. L_(A51) L_(B15) II-951. L_(A52) L_(B15) II-952. L_(A53) L_(B15) II-953. L_(A54) L_(B15) II-954. L_(A55) L_(B15) II-955. L_(A56) L_(B15) II-956. L_(A57) L_(B15) II-957. L_(A58) L_(B15) II-958. L_(A59) L_(B15) II-959. L_(A60) L_(B15) II-960. L_(A61) L_(B15) II-961. L_(A62) L_(B15) II-962. L_(A63) L_(B15) II-963. L_(A64) L_(B15) II-964. L_(A65) L_(B15) II-965. L_(A66) L_(B15) II-966. L_(A67) L_(B15) II-967. L_(A68) L_(B15) II-968. L_(A69) L_(B15) II-969. L_(A3) L_(B16) II-970. L_(A4) L_(B16) II-971. L_(A5) L_(B16) II-972. L_(A6) L_(B16) II-973. L_(A7) L_(B16) II-974. L_(A8) L_(B16) II-975. L_(A9) L_(B16) II-976. L_(A10) L_(B16) II-977. L_(A11) L_(B16) II-978. L_(A12) L_(B16) II-979. L_(A13) L_(B16) II-980. L_(A14) L_(B16) II-981. L_(A15) L_(B16) II-982. L_(A16) L_(B16) II-983. L_(A17) L_(B16) II-984. L_(A18) L_(B16) II-985. L_(A21) L_(B16) II-986. L_(A22) L_(B16) II-987. L_(A23) L_(B16) II-988. L_(A24) L_(B16) II-989. L_(A25) L_(B16) II-990. L_(A26) L_(B16) II-991. L_(A27) L_(B16) II-992. L_(A28) L_(B16) II-993. L_(A29) L_(B16) II-994. L_(A30) L_(B16) II-995. L_(A31) L_(B16) II-996. L_(A32) L_(B16) II-997. L_(A33) L_(B16) II-998. L_(A34) L_(B16) II-999. L_(A35) L_(B16) II-1000. L_(A37) L_(B16) II-1001. L_(A38) L_(B16) II-1002. L_(A39) L_(B16) II-1003. L_(A40) L_(B16) II-1004. L_(A41) L_(B16) II-1005. L_(A42) L_(B16) II-1006. L_(A43) L_(B16) II-1007. L_(A44) L_(B16) II-1008. L_(A45) L_(B16) II-1009. L_(A46) L_(B16) II-1010. L_(A47) L_(B16) II-1011. L_(A48) L_(B16) II-1012. L_(A49) L_(B16) II-1013. L_(A50) L_(B16) II-1014. L_(A51) L_(B16) II-1015. L_(A52) L_(B16) II-1016. L_(A54) L_(B16) II-1017. L_(A55) L_(B16) II-1018. L_(A56) L_(B16) II-1019. L_(A57) L_(B16) II-1020. L_(A58) L_(B16) II-1021. L_(A59) L_(B16) II-1022. L_(A60) L_(B16) II-1023. L_(A61) L_(B16) II-1024. L_(A62) L_(B16) II-1025. L_(A63) L_(B16) II-1026. L_(A64) L_(B16) II-1027. L_(A65) L_(B16) II-1028. L_(A66) L_(B16) II-1029. L_(A67) L_(B16) II-1030. L_(A68) L_(B16) II-1031. L_(A69) L_(B16) II-1032. L_(A2) L_(B17) II-1033. L_(A3) L_(B17) II-1034. L_(A4) L_(B17) II-1035. L_(A5) L_(B17) II-1036. L_(A6) L_(B17) II-1037. L_(A7) L_(B17) II-1038. L_(A8) L_(B17) II-1039. L_(A9) L_(B17) II-1040. L_(A10) L_(B17) II-1041. L_(A11) L_(B17) II-1042. L_(A12) L_(B17) II-1043. L_(A13) L_(B17) II-1044. L_(A14) L_(B17) II-1045. L_(A15) L_(B17) II-1046. L_(A16) L_(B17) II-1047. L_(A17) L_(B17) II-1048. L_(A18) L_(B17) II-1049. L_(A20) L_(B17) II-1050. L_(A21) L_(B17) II-1051. L_(A22) L_(B17) II-1052. L_(A23) L_(B17) II-1053. L_(A24) L_(B17) II-1054. L_(A25) L_(B17) II-1055. L_(A26) L_(B17) II-1056. L_(A27) L_(B17) II-1057. L_(A28) L_(B17) II-1058. L_(A29) L_(B17) II-1059. L_(A30) L_(B17) II-1060. L_(A31) L_(B17) II-1061. L_(A32) L_(B17) II-1062. L_(A33) L_(B17) II-1063. L_(A34) L_(B17) II-1064. L_(A35) L_(B17) II-1065. L_(A36) L_(B17) II-1066. L_(A37) L_(B17) II-1067. L_(A38) L_(B17) II-1068. L_(A39) L_(B17) II-1069. L_(A40) L_(B17) II-1070. L_(A41) L_(B17) II-1071. L_(A42) L_(B17) II-1072. L_(A43) L_(B17) II-1073. L_(A44) L_(B17) II-1074. L_(A45) L_(B17) II-1075. L_(A46) L_(B17) II-1076. L_(A47) L_(B17) II-1077. L_(A48) L_(B17) II-1078. L_(A49) L_(B17) II-1079. L_(A50) L_(B17) II-1080. L_(A51) L_(B17) II-1081. L_(A52) L_(B17) II-1082. L_(A53) L_(B17) II-1083. L_(A54) L_(B17) II-1084. L_(A55) L_(B17) II-1085. L_(A56) L_(B17) II-1086. L_(A57) L_(B17) II-1087. L_(A58) L_(B17) II-1088. L_(A59) L_(B17) II-1089. L_(A60) L_(B17) II-1090. L_(A61) L_(B17) II-1091. L_(A62) L_(B17) II-1092. L_(A63) L_(B17) II-1093. L_(A64) L_(B17) II-1094. L_(A65) L_(B17) II-1095. L_(A66) L_(B17) II-1096. L_(A67) L_(B17) II-1097. L_(A68) L_(B17) II-1098. L_(A69) L_(B17) II-1099. L_(A2) L_(B18) II-1100. L_(A3) L_(B18) II-1101. L_(A4) L_(B18) II-1102. L_(A5) L_(B18) II-1103. L_(A6) L_(B18) II-1104. L_(A7) L_(B18) II-1105. L_(A8) L_(B18) II-1106. L_(A9) L_(B18) II-1107. L_(A10) L_(B18) II-1108. L_(A11) L_(B18) II-1109. L_(A12) L_(B18) II-1110. L_(A13) L_(B18) II-1111. L_(A14) L_(B18) II-1112. L_(A15) L_(B18) II-1113. L_(A16) L_(B18) II-1114. L_(A17) L_(B18) II-1115. L_(A18) L_(B18) II-1116. L_(A20) L_(B18) II-1117. L_(A21) L_(B18) II-1118. L_(A22) L_(B18) II-1119. L_(A23) L_(B18) II-1120. L_(A24) L_(B18) II-1121. L_(A25) L_(B18) II-1122. L_(A26) L_(B18) II-1123. L_(A27) L_(B18) II-1124. L_(A28) L_(B18) II-1125. L_(A29) L_(B18) II-1126. L_(A30) L_(B18) II-1127. L_(A31) L_(B18) II-1128. L_(A32) L_(B18) II-1129. L_(A33) L_(B18) II-1130. L_(A34) L_(B18) II-1131. L_(A35) L_(B18) II-1132. L_(A36) L_(B18) II-1133. L_(A37) L_(B18) II-1134. L_(A38) L_(B18) II-1135. L_(A39) L_(B18) II-1136. L_(A40) L_(B18) II-1137. L_(A41) L_(B18) II-1138. L_(A42) L_(B18) II-1139. L_(A43) L_(B18) II-1140. L_(A44) L_(B18) II-1141. L_(A45) L_(B18) II-1142. L_(A46) L_(B18) II-1143. L_(A47) L_(B18) II-1144. L_(A48) L_(B18) II-1145. L_(A49) L_(B18) II-1146. L_(A50) L_(B18) II-1147. L_(A51) L_(B18) II-1148. L_(A52) L_(B18) II-1149. L_(A53) L_(B18) II-1150. L_(A54) L_(B18) II-1151. L_(A55) L_(B18) II-1152. L_(A56) L_(B18) II-1153. L_(A57) L_(B18) II-1154. L_(A58) L_(B18) II-1155. L_(A59) L_(B18) II-1156. L_(A60) L_(B18) II-1157. L_(A61) L_(B18) II-1158. L_(A62) L_(B18) II-1159. L_(A63) L_(B18) II-1160. L_(A64) L_(B18) II-1161. L_(A65) L_(B18) II-1162. L_(A66) L_(B18) II-1163. L_(A67) L_(B18) II-1164. L_(A68) L_(B18) II-1165. L_(A69) L_(B18) II-1166. L_(A2) L_(B19) II-1167. L_(A3) L_(B19) II-1168. L_(A4) L_(B19) II-1169. L_(A5) L_(B19) II-1170. L_(A6) L_(B19) II-1171. L_(A7) L_(B19) II-1172. L_(A8) L_(B19) II-1173. L_(A9) L_(B19) II-1174. L_(A10) L_(B19) II-1175. L_(A11) L_(B19) II-1176. L_(A12) L_(B19) II-1177. L_(A13) L_(B19) II-1178. L_(A14) L_(B19) II-1179. L_(A15) L_(B19) II-1180. L_(A16) L_(B19) II-1181. L_(A17) L_(B19) II-1182. L_(A18) L_(B19) II-1183. L_(A20) L_(B19) II-1184. L_(A21) L_(B19) II-1185. L_(A22) L_(B19) II-1186. L_(A23) L_(B19) II-1187. L_(A24) L_(B19) II-1188. L_(A25) L_(B19) II-1189. L_(A26) L_(B19) II-1190. L_(A27) L_(B19) II-1191. L_(A28) L_(B19) II-1192. L_(A29) L_(B19) II-1193. L_(A30) L_(B19) II-1194. L_(A31) L_(B19) II-1195. L_(A32) L_(B19) II-1196. L_(A33) L_(B19) II-1197. L_(A34) L_(B19) II-1198. L_(A35) L_(B19) II-1199. L_(A36) L_(B19) II-1200. L_(A37) L_(B19) II-1201. L_(A38) L_(B19) II-1202. L_(A39) L_(B19) II-1203. L_(A40) L_(B19) II-1204. L_(A41) L_(B19) II-1205. L_(A42) L_(B19) II-1206. L_(A43) L_(B19) II-1207. L_(A44) L_(B19) II-1208. L_(A45) L_(B19) II-1209. L_(A46) L_(B19) II-1210. L_(A47) L_(B19) II-1211. L_(A48) L_(B19) II-1212. L_(A49) L_(B19) II-1213. L_(A50) L_(B19) II-1214. L_(A51) L_(B19) II-1215. L_(A52) L_(B19) II-1216. L_(A53) L_(B19) II-1217. L_(A54) L_(B19) II-1218. L_(A55) L_(B19) II-1219. L_(A56) L_(B19) II-1220. L_(A57) L_(B19) II-1221. L_(A58) L_(B19) II-1222. L_(A59) L_(B19) II-1223. L_(A60) L_(B19) II-1224. L_(A61) L_(B19) II-1225. L_(A62) L_(B19) II-1226. L_(A63) L_(B19) II-1227. L_(A64) L_(B19) II-1228. L_(A65) L_(B19) II-1229. L_(A66) L_(B19) II-1230. L_(A67) L_(B19) II-1231. L_(A68) L_(B19) II-1232. L_(A69) L_(B19) II-1233. L_(A2) L_(B20) II-1234. L_(A3) L_(B20) II-1235. L_(A4) L_(B20) II-1236. L_(A5) L_(B20) II-1237. L_(A6) L_(B20) II-1238. L_(A7) L_(B20) II-1239. L_(A8) L_(B20) II-1240. L_(A9) L_(B20) II-1241. L_(A10) L_(B20) II-1242. L_(A11) L_(B20) II-1243. L_(A12) L_(B20) II-1244. L_(A13) L_(B20) II-1245. L_(A14) L_(B20) II-1246. L_(A15) L_(B20) II-1247. L_(A16) L_(B20) II-1248. L_(A17) L_(B20) II-1249. L_(A18) L_(B20) II-1250. L_(A20) L_(B20) II-1251. L_(A21) L_(B20) II-1252. L_(A22) L_(B20) II-1253. L_(A23) L_(B20) II-1254. L_(A24) L_(B20) II-1255. L_(A25) L_(B20) II-1256. L_(A26) L_(B20) II-1257. L_(A27) L_(B20) II-1258. L_(A28) L_(B20) II-1259. L_(A29) L_(B20) II-1260. L_(A30) L_(B20) II-1261. L_(A31) L_(B20) II-1262. L_(A32) L_(B20) II-1263. L_(A33) L_(B20) II-1264. L_(A34) L_(B20) II-1265. L_(A35) L_(B20) II-1266. L_(A36) L_(B20) II-1267. L_(A37) L_(B20) II-1268. L_(A38) L_(B20) II-1269. L_(A39) L_(B20) II-1270. L_(A40) L_(B20) II-1271. L_(A41) L_(B20) II-1272. L_(A42) L_(B20) II-1273. L_(A43) L_(B20) II-1274. L_(A44) L_(B20) II-1275. L_(A45) L_(B20) II-1276. L_(A46) L_(B20) II-1277. L_(A47) L_(B20) II-1278. L_(A48) L_(B20) II-1279. L_(A49) L_(B20) II-1280. L_(A50) L_(B20) II-1281. L_(A51) L_(B20) II-1282. L_(A52) L_(B20) II-1283. L_(A53) L_(B20) II-1284. L_(A54) L_(B20) II-1285. L_(A55) L_(B20) II-1286. L_(A56) L_(B20) II-1287. L_(A57) L_(B20) II-1288. L_(A58) L_(B20) II-1289. L_(A59) L_(B20) II-1290. L_(A60) L_(B20) II-1291. L_(A61) L_(B20) II-1292. L_(A62) L_(B20) II-1293. L_(A63) L_(B20) II-1294. L_(A64) L_(B20) II-1295. L_(A65) L_(B20) II-1296. L_(A66) L_(B20) II-1297. L_(A67) L_(B20) II-1298. L_(A68) L_(B20) II-1299. L_(A69) L_(B20) II-1300. L_(A2) L_(B21) II-1301. L_(A3) L_(B21) II-1302. L_(A4) L_(B21) II-1303. L_(A5) L_(B21) II-1304. L_(A6) L_(B21) II-1305. L_(A7) L_(B21) II-1306. L_(A8) L_(B21) II-1307. L_(A9) L_(B21) II-1308. L_(A10) L_(B21) II-1309. L_(A11) L_(B21) II-1310. L_(A12) L_(B21) II-1311. L_(A13) L_(B21) II-1312. L_(A14) L_(B21) II-1313. L_(A15) L_(B21) II-1314. L_(A16) L_(B21) II-1315. L_(A17) L_(B21) II-1316. L_(A18) L_(B21) II-1317. L_(A20) L_(B21) II-1318. L_(A21) L_(B21) II-1319. L_(A22) L_(B21) II-1320. L_(A23) L_(B21) II-1321. L_(A24) L_(B21) II-1322. L_(A25) L_(B21) II-1323. L_(A26) L_(B21) II-1324. L_(A27) L_(B21) II-1325. L_(A28) L_(B21) II-1326. L_(A29) L_(B21) II-1327. L_(A30) L_(B21) II-1328. L_(A31) L_(B21) II-1329. L_(A32) L_(B21) II-1330. L_(A33) L_(B21) II-1331. L_(A34) L_(B21) II-1332. L_(A35) L_(B21) II-1333. L_(A36) L_(B21) II-1334. L_(A37) L_(B21) II-1335. L_(A38) L_(B21) II-1336. L_(A39) L_(B21) II-1337. L_(A40) L_(B21) II-1338. L_(A41) L_(B21) II-1339. L_(A42) L_(B21) II-1340. L_(A43) L_(B21) II-1341. L_(A44) L_(B21) II-1342. L_(A45) L_(B21) II-1343. L_(A46) L_(B21) II-1344. L_(A47) L_(B21) II-1345. L_(A48) L_(B21) II-1346. L_(A49) L_(B21) II-1347. L_(A50) L_(B21) II-1348. L_(A51) L_(B21) II-1349. L_(A52) L_(B21) II-1350. L_(A53) L_(B21) II-1351. L_(A54) L_(B21) II-1352. L_(A55) L_(B21) II-1353. L_(A56) L_(B21) II-1354. L_(A57) L_(B21) II-1355. L_(A58) L_(B21) II-1356. L_(A59) L_(B21) II-1357. L_(A60) L_(B21) II-1358. L_(A61) L_(B21) II-1359. L_(A62) L_(B21) II-1360. L_(A63) L_(B21) II-1361. L_(A64) L_(B21) II-1362. L_(A65) L_(B21) II-1363. L_(A66) L_(B21) II-1364. L_(A67) L_(B21) II-1365. L_(A68) L_(B21) II-1366. L_(A69) L_(B21) II-1367. L_(A2) L_(B22) II-1368. L_(A3) L_(B22) II-1369. L_(A4) L_(B22) II-1370. L_(A5) L_(B22) II-1371. L_(A6) L_(B22) II-1372. L_(A7) L_(B22) II-1373. L_(A8) L_(B22) II-1374. L_(A9) L_(B22) II-1375. L_(A10) L_(B22) II-1376. L_(A11) L_(B22) II-1377. L_(A12) L_(B22) II-1378. L_(A13) L_(B22) II-1379. L_(A14) L_(B22) II-1380. L_(A15) L_(B22) II-1381. L_(A16) L_(B22) II-1382. L_(A17) L_(B22) II-1383. L_(A18) L_(B22) II-1384. L_(A20) L_(B22) II-1385. L_(A21) L_(B22) II-1386. L_(A22) L_(B22) II-1387. L_(A23) L_(B22) II-1388. L_(A24) L_(B22) II-1389. L_(A25) L_(B22) II-1390. L_(A26) L_(B22) II-1391. L_(A27) L_(B22) II-1392. L_(A28) L_(B22) II-1393. L_(A29) L_(B22) II-1394. L_(A30) L_(B22) II-1395. L_(A31) L_(B22) II-1396. L_(A32) L_(B22) II-1397. L_(A33) L_(B22) II-1398. L_(A34) L_(B22) II-1399. L_(A35) L_(B22) II-1400. L_(A36) L_(B22) II-1401. L_(A37) L_(B22) II-1402. L_(A38) L_(B22) II-1403. L_(A39) L_(B22) II-1404. L_(A40) L_(B22) II-1405. L_(A41) L_(B22) II-1406. L_(A42) L_(B22) II-1407. L_(A43) L_(B22) II-1408. L_(A44) L_(B22) II-1409. L_(A45) L_(B22) II-1410. L_(A46) L_(B22) II-1411. L_(A47) L_(B22) II-1412. L_(A48) L_(B22) II-1413. L_(A49) L_(B22) II-1414. L_(A50) L_(B22) II-1415. L_(A51) L_(B22) II-1416. L_(A52) L_(B22) II-1417. L_(A53) L_(B22) II-1418. L_(A54) L_(B22) II-1419. L_(A55) L_(B22) II-1420. L_(A56) L_(B22) II-1421. L_(A57) L_(B22) II-1422. L_(A58) L_(B22) II-1423. L_(A59) L_(B22) II-1424. L_(A60) L_(B22) II-1425. L_(A61) L_(B22) II-1426. L_(A62) L_(B22) II-1427. L_(A63) L_(B22) II-1428. L_(A64) L_(B22) II-1429. L_(A65) L_(B22) II-1430. L_(A66) L_(B22) II-1431. L_(A67) L_(B22) II-1432. L_(A68) L_(B22) II-1433. L_(A69) L_(B22) II-1434. L_(A1) L_(B23) II-1435. L_(A2) L_(B23) II-1436. L_(A3) L_(B23) II-1437. L_(A4) L_(B23) II-1438. L_(A5) L_(B23) II-1439. L_(A6) L_(B23) II-1440. L_(A7) L_(B23) II-1441. L_(A8) L_(B23) II-1442. L_(A9) L_(B23) II-1443. L_(A10) L_(B23) II-1444. L_(A11) L_(B23) II-1445. L_(A12) L_(B23) II-1446. L_(A13) L_(B23) II-1447. L_(A14) L_(B23) II-1448. L_(A15) L_(B23) II-1449. L_(A16) L_(B23) II-1450. L_(A17) L_(B23) II-1451. L_(A18) L_(B23) II-1452. L_(A19) L_(B23) II-1453. L_(A20) L_(B23) II-1454. L_(A21) L_(B23) II-1455. L_(A22) L_(B23) II-1456. L_(A23) L_(B23) II-1457. L_(A24) L_(B23) II-1458. L_(A25) L_(B23) II-1459. L_(A26) L_(B23) II-1460. L_(A27) L_(B23) II-1461. L_(A28) L_(B23) II-1462. L_(A29) L_(B23) II-1463. L_(A30) L_(B23) II-1464. L_(A31) L_(B23) II-1465. L_(A32) L_(B23) II-1466. L_(A33) L_(B23) II-1467. L_(A34) L_(B23) II-1468. L_(A35) L_(B23) II-1469. L_(A36) L_(B23) II-1470. L_(A37) L_(B23) II-1471. L_(A38) L_(B23) II-1472. L_(A39) L_(B23) II-1473. L_(A40) L_(B23) II-1474. L_(A41) L_(B23) II-1475. L_(A42) L_(B23) II-1476. L_(A43) L_(B23) II-1477. L_(A44) L_(B23) II-1478. L_(A45) L_(B23) II-1479. L_(A46) L_(B23) II-1480. L_(A47) L_(B23) II-1481. L_(A48) L_(B23) II-1482. L_(A49) L_(B23) II-1483. L_(A50) L_(B23) II-1484. L_(A51) L_(B23) II-1485. L_(A52) L_(B23) II-1486. L_(A53) L_(B23) II-1487. L_(A54) L_(B23) II-1488. L_(A55) L_(B23) II-1489. L_(A56) L_(B23) II-1490. L_(A57) L_(B23) II-1491. L_(A58) L_(B23) II-1492. L_(A59) L_(B23) II-1493. L_(A60) L_(B23) II-1494. L_(A61) L_(B23) II-1495. L_(A62) L_(B23) II-1496. L_(A63) L_(B23) II-1497. L_(A64) L_(B23) II-1498. L_(A65) L_(B23) II-1499. L_(A66) L_(B23) II-1500. L_(A67) L_(B23) II-1501. L_(A68) L_(B23) II-1502. L_(A69) L_(B23) II-1503. L_(A1) L_(B24) II-1504. L_(A2) L_(B24) II-1505. L_(A3) L_(B24) II-1506. L_(A4) L_(B24) II-1507. L_(A5) L_(B24) II-1508. L_(A6) L_(B24) II-1509. L_(A7) L_(B24) II-1510. L_(A8) L_(B24) II-1511. L_(A9) L_(B24) II-1512. L_(A10) L_(B24) II-1513. L_(A11) L_(B24) II-1514. L_(A12) L_(B24) II-1515. L_(A13) L_(B24) II-1516. L_(A14) L_(B24) II-1517. L_(A15) L_(B24) II-1518. L_(A16) L_(B24) II-1519. L_(A17) L_(B24) II-1520. L_(A18) L_(B24) II-1521. L_(A19) L_(B24) II-1522. L_(A20) L_(B24) II-1523. L_(A21) L_(B24) II-1524. L_(A22) L_(B24) II-1525. L_(A23) L_(B24) II-1526. L_(A24) L_(B24) II-1527. L_(A25) L_(B24) II-1528. L_(A26) L_(B24) II-1529. L_(A27) L_(B24) II-1530. L_(A28) L_(B24) II-1531. L_(A29) L_(B24) II-1532. L_(A30) L_(B24) II-1533. L_(A31) L_(B24) II-1534. L_(A32) L_(B24) II-1535. L_(A33) L_(B24) II-1536. L_(A34) L_(B24) II-1537. L_(A35) L_(B24) II-1538. L_(A36) L_(B24) II-1539. L_(A37) L_(B24) II-1540. L_(A38) L_(B24) II-1541. L_(A39) L_(B24) II-1542. L_(A40) L_(B24) II-1543. L_(A41) L_(B24) II-1544. L_(A42) L_(B24) II-1545. L_(A43) L_(B24) II-1546. L_(A44) L_(B24) II-1547. L_(A45) L_(B24) II-1548. L_(A46) L_(B24) II-1549. L_(A47) L_(B24) II-1550. L_(A48) L_(B24) II-1551. L_(A49) L_(B24) II-1552. L_(A50) L_(B24) II-1553. L_(A51) L_(B24) II-1554. L_(A52) L_(B24) II-1555. L_(A53) L_(B24) II-1556. L_(A54) L_(B24) II-1557. L_(A55) L_(B24) II-1558. L_(A56) L_(B24) II-1559. L_(A57) L_(B24) II-1560. L_(A58) L_(B24) II-1561. L_(A59) L_(B24) II-1562. L_(A60) L_(B24) II-1563. L_(A61) L_(B24) II-1564. L_(A62) L_(B24) II-1565. L_(A63) L_(B24) II-1566. L_(A64) L_(B24) II-1567. L_(A65) L_(B24) II-1568. L_(A66) L_(B24) II-1569. L_(A67) L_(B24) II-1570. L_(A68) L_(B24) II-1571. L_(A69) L_(B24) II-1572. L_(A1) L_(B25) II-1573. L_(A2) L_(B25) II-1574. L_(A3) L_(B25) II-1575. L_(A4) L_(B25) II-1576. L_(A5) L_(B25) II-1577. L_(A6) L_(B25) II-1578. L_(A7) L_(B25) II-1579. L_(A8) L_(B25) II-1580. L_(A9) L_(B25) II-1581. L_(A10) L_(B25) II-1582. L_(A11) L_(B25) II-1583. L_(A12) L_(B25) II-1584. L_(A13) L_(B25) II-1585. L_(A14) L_(B25) II-1586. L_(A15) L_(B25) II-1587. L_(A16) L_(B25) II-1588. L_(A17) L_(B25) II-1589. L_(A18) L_(B25) II-1590. L_(A19) L_(B25) II-1591. L_(A20) L_(B25) II-1592. L_(A21) L_(B25) II-1593. L_(A22) L_(B25) II-1594. L_(A23) L_(B25) II-1595. L_(A24) L_(B25) II-1596. L_(A25) L_(B25) II-1597. L_(A26) L_(B25) II-1598. L_(A27) L_(B25) II-1599. L_(A28) L_(B25) II-1600. L_(A29) L_(B25) II-1601. L_(A30) L_(B25) II-1602. L_(A31) L_(B25) II-1603. L_(A32) L_(B25) II-1604. L_(A33) L_(B25) II-1605. L_(A34) L_(B25) II-1606. L_(A35) L_(B25) II-1607. L_(A36) L_(B25) II-1608. L_(A37) L_(B25) II-1609. L_(A38) L_(B25) II-1610. L_(A39) L_(B25) II-1611. L_(A40) L_(B25) II-1612. L_(A41) L_(B25) II-1613. L_(A42) L_(B25) II-1614. L_(A43) L_(B25) II-1615. L_(A44) L_(B25) II-1616. L_(A45) L_(B25) II-1617. L_(A46) L_(B25) II-1618. L_(A47) L_(B25) II-1619. L_(A48) L_(B25) II-1620. L_(A49) L_(B25) II-1621. L_(A50) L_(B25) II-1622. L_(A51) L_(B25) II-1623. L_(A52) L_(B25) II-1624. L_(A53) L_(B25) II-1625. L_(A54) L_(B25) II-1626. L_(A55) L_(B25) II-1627. L_(A56) L_(B25) II-1628. L_(A57) L_(B25) II-1629. L_(A58) L_(B25) II-1630. L_(A59) L_(B25) II-1631. L_(A60) L_(B25) II-1632. L_(A61) L_(B25) II-1633. L_(A62) L_(B25) II-1634. L_(A63) L_(B25) II-1635. L_(A64) L_(B25) II-1636. L_(A65) L_(B25) II-1637. L_(A66) L_(B25) II-1638. L_(A67) L_(B25) II-1639. L_(A68) L_(B25) II-1640. L_(A69) L_(B25) II-1641. L_(A1) L_(B26) II-1642. L_(A2) L_(B26) II-1643. L_(A3) L_(B26) II-1644. L_(A4) L_(B26) II-1645. L_(A5) L_(B26) II-1646. L_(A6) L_(B26) II-1647. L_(A7) L_(B26) II-1648. L_(A8) L_(B26) II-1649. L_(A9) L_(B26) II-1650. L_(A10) L_(B26) II-1651. L_(A11) L_(B26) II-1652. L_(A12) L_(B26) II-1653. L_(A13) L_(B26) II-1654. L_(A14) L_(B26) II-1655. L_(A15) L_(B26) II-1656. L_(A16) L_(B26) II-1657. L_(A17) L_(B26) II-1658. L_(A18) L_(B26) II-1659. L_(A19) L_(B26) II-1660. L_(A20) L_(B26) II-1661. L_(A21) L_(B26) II-1662. L_(A22) L_(B26) II-1663. L_(A23) L_(B26) II-1664. L_(A24) L_(B26) II-1665. L_(A25) L_(B26) II-1666. L_(A26) L_(B26) II-1667. L_(A27) L_(B26) II-1668. L_(A28) L_(B26) II-1669. L_(A29) L_(B26) II-1670. L_(A30) L_(B26) II-1671. L_(A31) L_(B26) II-1672. L_(A32) L_(B26) II-1673. L_(A33) L_(B26) II-1674. L_(A34) L_(B26) II-1675. L_(A35) L_(B26) II-1676. L_(A36) L_(B26) II-1677. L_(A37) L_(B26) II-1678. L_(A38) L_(B26) II-1679. L_(A39) L_(B26) II-1680. L_(A40) L_(B26) II-1681. L_(A41) L_(B26) II-1682. L_(A42) L_(B26) II-1683. L_(A43) L_(B26) II-1684. L_(A44) L_(B26) II-1685. L_(A45) L_(B26) II-1686. L_(A46) L_(B26) II-1687. L_(A47) L_(B26) II-1688. L_(A48) L_(B26) II-1689. L_(A49) L_(B26) II-1690. L_(A50) L_(B26) II-1691. L_(A51) L_(B26) II-1692. L_(A52) L_(B26) II-1693. L_(A53) L_(B26) II-1694. L_(A54) L_(B26) II-1695. L_(A55) L_(B26) II-1696. L_(A56) L_(B26) II-1697. L_(A57) L_(B26) II-1698. L_(A58) L_(B26) II-1699. L_(A59) L_(B26) II-1700. L_(A60) L_(B26) II-1701. L_(A61) L_(B26) II-1702. L_(A62) L_(B26) II-1703. L_(A63) L_(B26) II-1704. L_(A64) L_(B26) II-1705. L_(A65) L_(B26) II-1706. L_(A66) L_(B26) II-1707. L_(A67) L_(B26) II-1708. L_(A68) L_(B26) II-1709. L_(A69) L_(B26) II-1710. L_(A1) L_(B27) II-1711. L_(A2) L_(B27) II-1712. L_(A3) L_(B27) II-1713. L_(A4) L_(B27) II-1714. L_(A5) L_(B27) II-1715. L_(A6) L_(B27) II-1716. L_(A7) L_(B27) II-1717. L_(A8) L_(B27) II-1718. L_(A9) L_(B27) II-1719. L_(A10) L_(B27) II-1720. L_(A11) L_(B27) II-1721. L_(A12) L_(B27) II-1722. L_(A13) L_(B27) II-1723. L_(A14) L_(B27) II-1724. L_(A15) L_(B27) II-1725. L_(A16) L_(B27) II-1726. L_(A17) L_(B27) II-1727. L_(A18) L_(B27) II-1728. L_(A19) L_(B27) II-1729. L_(A20) L_(B27) II-1730. L_(A21) L_(B27) II-1731. L_(A22) L_(B27) II-1732. L_(A23) L_(B27) II-1733. L_(A24) L_(B27) II-1734. L_(A25) L_(B27) II-1735. L_(A26) L_(B27) II-1736. L_(A27) L_(B27) II-1737. L_(A28) L_(B27) II-1738. L_(A29) L_(B27) II-1739. L_(A30) L_(B27) II-1740. L_(A31) L_(B27) II-1741. L_(A32) L_(B27) II-1742. L_(A33) L_(B27) II-1743. L_(A34) L_(B27) II-1744. L_(A35) L_(B27) II-1745. L_(A36) L_(B27) II-1746. L_(A37) L_(B27) II-1747. L_(A38) L_(B27) II-1748. L_(A39) L_(B27) II-1749. L_(A40) L_(B27) II-1750. L_(A41) L_(B27) II-1751. L_(A42) L_(B27) II-1752. L_(A43) L_(B27) II-1753. L_(A44) L_(B27) II-1754. L_(A45) L_(B27) II-1755. L_(A46) L_(B27) II-1756. L_(A47) L_(B27) II-1757. L_(A48) L_(B27) II-1758. L_(A49) L_(B27) II-1759. L_(A50) L_(B27) II-1760. L_(A51) L_(B27) II-1761. L_(A52) L_(B27) II-1762. L_(A53) L_(B27) II-1763. L_(A54) L_(B27) II-1764. L_(A55) L_(B27) II-1765. L_(A56) L_(B27) II-1766. L_(A57) L_(B27) II-1767. L_(A58) L_(B27) II-1768. L_(A59) L_(B27) II-1769. L_(A60) L_(B27) II-1770. L_(A61) L_(B27) II-1771. L_(A62) L_(B27) II-1772. L_(A63) L_(B27) II-1773. L_(A64) L_(B27) II-1774. L_(A65) L_(B27) II-1775. L_(A66) L_(B27) II-1776. L_(A67) L_(B27) II-1777. L_(A68) L_(B27) II-1778. L_(A69) L_(B27) II-1779. L_(A1) L_(B28) II-1780. L_(A2) L_(B28) II-1781. L_(A3) L_(B28) II-1782. L_(A4) L_(B28) II-1783. L_(A5) L_(B28) II-1784. L_(A6) L_(B28) II-1785. L_(A7) L_(B28) II-1786. L_(A8) L_(B28) II-1787. L_(A9) L_(B28) II-1788. L_(A10) L_(B28) II-1789. L_(A11) L_(B28) II-1790. L_(A12) L_(B28) II-1791. L_(A13) L_(B28) II-1792. L_(A14) L_(B28) II-1793. L_(A15) L_(B28) II-1794. L_(A16) L_(B28) II-1795. L_(A17) L_(B28) II-1796. L_(A18) L_(B28) II-1797. L_(A19) L_(B28) II-1798. L_(A20) L_(B28) II-1799. L_(A21) L_(B28) II-1800. L_(A22) L_(B28) II-1801. L_(A23) L_(B28) II-1802. L_(A24) L_(B28) II-1803. L_(A25) L_(B28) II-1804. L_(A26) L_(B28) II-1805. L_(A27) L_(B28) II-1806. L_(A28) L_(B28) II-1807. L_(A29) L_(B28) II-1808. L_(A30) L_(B28) II-1809. L_(A31) L_(B28) II-1810. L_(A32) L_(B28) II-1811. L_(A33) L_(B28) II-1812. L_(A34) L_(B28) II-1813. L_(A35) L_(B28) II-1814. L_(A36) L_(B28) II-1815. L_(A37) L_(B28) II-1816. L_(A38) L_(B28) II-1817. L_(A39) L_(B28) II-1818. L_(A40) L_(B28) II-1819. L_(A41) L_(B28) II-1820. L_(A42) L_(B28) II-1821. L_(A43) L_(B28) II-1822. L_(A44) L_(B28) II-1823. L_(A45) L_(B28) II-1824. L_(A46) L_(B28) II-1825. L_(A47) L_(B28) II-1826. L_(A48) L_(B28) II-1827. L_(A49) L_(B28) II-1828. L_(A50) L_(B28) II-1829. L_(A51) L_(B28) II-1830. L_(A52) L_(B28) II-1831. L_(A53) L_(B28) II-1832. L_(A54) L_(B28) II-1833. L_(A55) L_(B28) II-1834. L_(A56) L_(B28) II-1835. L_(A57) L_(B28) II-1836. L_(A58) L_(B28) II-1837. L_(A59) L_(B28) II-1838. L_(A60) L_(B28) II-1839. L_(A61) L_(B28) II-1840. L_(A62) L_(B28) II-1841. L_(A63) L_(B28) II-1842. L_(A64) L_(B28) II-1843. L_(A65) L_(B28) II-1844. L_(A66) L_(B28) II-1845. L_(A67) L_(B28) II-1846. L_(A68) L_(B28) II-1847. L_(A69) L_(B28)

In one preferred embodiment, the heteroleptic iridium complex is selected from the group of compounds that have one ore more deuterated ligands. The group consists of Compound II-11 through Compound II-43, Compound II-64 through Compound II-96, Compound II-130 through Compound II-163, Compound II-197 through Compound II-230, Compound II-263 through Compound II-296, Compound II-330 through Compound II-363, Compound II-397 through Compound II-430, Compound II-464 through Compound II-1031, Compound II-1065 through Compound II-1098, Compound II-1132 through Compound II-1165, Compound II-1199 through Compound II-1232, Compound II-1266 through Compound II-1299, Compound II-1333 through Compound II-1366, Compound II-1400 through Compound II-1846, and Compound II-1847.

In one aspect, a first device is provided. The first device comprises a first organic light emitting device, and contains an anode, a cathode, and an organic layer, disposed between the anode and the cathode. The organic layer comprises a heteroleptic iridium complex having the formula IrL_(A)(L_(B))₂, wherein L_(A) is selected from the group consisting of the ligands L_(A1) through L_(A69) defined herein, L_(B) is selected from the group consisting of the ligands L_(B1) through L_(B28), and the heteroleptic iridium complex is selected from the group consisting of Compound II-1 through Compound II-1846, and Compound II-1847 as defined herein.

In one preferred embodiment, the heteroleptic iridium complex in the organic layer of the first device is selected from the group of compounds having one or more deuterated ligands. Such group consists of Compound II-11 through Compound II-43, Compound II-64 through Compound II-96, Compound II-130 through Compound II-163, Compound II-197 through Compound II-230, Compound II-263 through Compound II-296, Compound II-330 through Compound II-363, Compound II-397 through Compound II-430, Compound II-464 through Compound II-1031, Compound II-1065 through Compound II-1098, Compound II-1132 through Compound II-1165, Compound II-1199 through Compound II-1232, Compound II-1266 through Compound II-1299, Compound II-1333 through Compound II-1366, Compound II-1400 through Compound II-1846, and Compound II-1847, as defined herein.

In one aspect, the organic layer is an emissive layer and the compound is an emissive dopant. In another aspect, the organic layer is an emissive layer and the compound is an non-emissive dopant.

In another aspect, the organic layer further comprises a host. In one aspect, the host comprises a triphenylene containing benzo-fused thiophene or benzo-fused furan, wherein any substituent in the host is an unfused substituent independently selected from the group consisting of C_(n)H_(2n+1), OC_(n)H_(2n+1), OAr₁, N(C_(n)H_(2n+1))₂, N(Ar₁)(Ar₂), CH═CH—C_(n)H_(2n+1), C≡CHC_(n)H_(2n+1), Ar₁, Ar₁—Ar₂, C_(n)H_(2n)—Ar₁, or no substitution. Ar₁ and Ar₂ are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof, and n is from 1 to 10. In one aspect, the host has the formula:

In one aspect, the host is a metal complex.

In one aspect, the first device is a consumer product. In another aspect, the first device is an organic light-emitting device. In another aspect, the first device comprises a lighting panel.

In one aspect, the first device further comprises a second emissive dopant having a peak wavelength of between 400 to 500 nanometers. In one aspect, the second emissive dopant is a fluorescent emitter. In another aspect, the second emissive dopant is a phosphorescent emitter.

In one aspect, the first device further comprises a first organic light-emitting device comprising a compound of Formula I and a second light emitting device separate from the first organic light-emitting device comprising an emissive dopant having a peak wavelength of between 400 to 500 nanometers. In another aspect, the first device comprises an organic-light emitting device having a first emissive layer comprising a compound of Formula I and a second emissive layer comprising an emissive dopant having a peak wavelength of between 400 to 500 nanometers.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 shows an organic light emitting device.

FIG. 2 shows an inverted organic light emitting device that does not have a separate electron transport layer.

FIG. 3 shows a compound of Formula I.

DETAILED DESCRIPTION

Generally, an OLED comprises at least one organic layer disposed between and electrically connected to an anode and a cathode. When a current is applied, the anode injects holes and the cathode injects electrons into the organic layer(s). The injected holes and electrons each migrate toward the oppositely charged electrode. When an electron and hole localize on the same molecule, an “exciton,” which is a localized electron-hole pair having an excited energy state, is formed. Light is emitted when the exciton relaxes via a photoemissive mechanism. In some cases, the exciton may be localized on an excimer or an exciplex. Non-radiative mechanisms, such as thermal relaxation, may also occur, but are generally considered undesirable.

The initial OLEDs used emissive molecules that emitted light from their singlet states (“fluorescence”) as disclosed, for example, in U.S. Pat. No. 4,769,292, which is incorporated by reference in its entirety. Fluorescent emission generally occurs in a time frame of less than 10 nanoseconds.

More recently, OLEDs having emissive materials that emit light from triplet states (“phosphorescence”) have been demonstrated. Baldo et al., “Highly Efficient Phosphorescent Emission from Organic Electroluminescent Devices,” Nature, vol. 395, 151-154, 1998; (“Baldo-I”) and Baldo et al., “Very high-efficiency green organic light-emitting devices based on electrophosphorescence,” Appl. Phys. Lett., vol. 75, No. 3, 4-6 (1999) (“Baldo-II”), which are incorporated by reference in their entireties. Phosphorescence is described in more detail in U.S. Pat. No. 7,279,704 at cols. 5-6, which are incorporated by reference.

FIG. 1 shows an organic light emitting device 100. The figures are not necessarily drawn to scale. Device 100 may include a substrate 110, an anode 115, a hole injection layer 120, a hole transport layer 125, an electron blocking layer 130, an emissive layer 135, a hole blocking layer 140, an electron transport layer 145, an electron injection layer 150, a protective layer 155, and a cathode 160. Cathode 160 is a compound cathode having a first conductive layer 162 and a second conductive layer 164. Device 100 may be fabricated by depositing the layers described, in order. The properties and functions of these various layers, as well as example materials, are described in more detail in U.S. Pat. No. 7,279,704 at cols. 6-10, which are incorporated by reference.

More examples for each of these layers are available. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Pat. No. 5,844,363, which is incorporated by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F.sub.4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference in its entirety. Examples of emissive and host materials are disclosed in U.S. Pat. No. 6,303,238 to Thompson et al., which is incorporated by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference in its entirety. U.S. Pat. Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entireties, disclose examples of cathodes including compound cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, electrically-conductive, sputter-deposited ITO layer. The theory and use of blocking layers is described in more detail in U.S. Pat. No. 6,097,147 and U.S. Patent Application Publication No. 2003/0230980, which are incorporated by reference in their entireties. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference in its entirety. A description of protective layers may be found in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference in its entirety.

FIG. 2 shows an inverted OLED 200. The device includes a substrate 210, a cathode 215, an emissive layer 220, a hole transport layer 225, and an anode 230. Device 200 may be fabricated by depositing the layers described, in order. Because the most common OLED configuration has a cathode disposed over the anode, and device 200 has cathode 215 disposed under anode 230, device 200 may be referred to as an “inverted” OLED. Materials similar to those described with respect to device 100 may be used in the corresponding layers of device 200. FIG. 2 provides one example of how some layers may be omitted from the structure of device 100.

The simple layered structure illustrated in FIGS. 1 and 2 is provided by way of non-limiting example, and it is understood that embodiments of the invention may be used in connection with a wide variety of other structures. The specific materials and structures described are exemplary in nature, and other materials and structures may be used. Functional OLEDs may be achieved by combining the various layers described in different ways, or layers may be omitted entirely, based on design, performance, and cost factors. Other layers not specifically described may also be included. Materials other than those specifically described may be used. Although many of the examples provided herein describe various layers as comprising a single material, it is understood that combinations of materials, such as a mixture of host and dopant, or more generally a mixture, may be used. Also, the layers may have various sublayers. The names given to the various layers herein are not intended to be strictly limiting. For example, in device 200, hole transport layer 225 transports holes and injects holes into emissive layer 220, and may be described as a hole transport layer or a hole injection layer. In one embodiment, an OLED may be described as having an “organic layer” disposed between a cathode and an anode. This organic layer may comprise a single layer, or may further comprise multiple layers of different organic materials as described, for example, with respect to FIGS. 1 and 2.

Structures and materials not specifically described may also be used, such as OLEDs comprised of polymeric materials (PLEDs) such as disclosed in U.S. Pat. No. 5,247,190 to Friend et al., which is incorporated by reference in its entirety. By way of further example, OLEDs having a single organic layer may be used. OLEDs may be stacked, for example as described in U.S. Pat. No. 5,707,745 to Forrest et al, which is incorporated by reference in its entirety. The OLED structure may deviate from the simple layered structure illustrated in FIGS. 1 and 2. For example, the substrate may include an angled reflective surface to improve out-coupling, such as a mesa structure as described in U.S. Pat. No. 6,091,195 to Forrest et al., and/or a pit structure as described in U.S. Pat. No. 5,834,893 to Bulovic et al., which are incorporated by reference in their entireties.

Unless otherwise specified, any of the layers of the various embodiments may be deposited by any suitable method. For the organic layers, preferred methods include thermal evaporation, ink-jet, such as described in U.S. Pat. Nos. 6,013,982 and 6,087,196, which are incorporated by reference in their entireties, organic vapor phase deposition (OVPD), such as described in U.S. Pat. No. 6,337,102 to Forrest et al., which is incorporated by reference in its entirety, and deposition by organic vapor jet printing (OVJP), such as described in U.S. patent application Ser. No. 10/233,470, which is incorporated by reference in its entirety. Other suitable deposition methods include spin coating and other solution based processes. Solution based processes are preferably carried out in nitrogen or an inert atmosphere. For the other layers, preferred methods include thermal evaporation. Preferred patterning methods include deposition through a mask, cold welding such as described in U.S. Pat. Nos. 6,294,398 and 6,468,819, which are incorporated by reference in their entireties, and patterning associated with some of the deposition methods such as ink-jet and OVJD. Other methods may also be used. The materials to be deposited may be modified to make them compatible with a particular deposition method. For example, substituents such as alkyl and aryl groups, branched or unbranched, and preferably containing at least 3 carbons, may be used in small molecules to enhance their ability to undergo solution processing. Substituents having 20 carbons or more may be used, and 3-20 carbons is a preferred range. Materials with asymmetric structures may have better solution processibility than those having symmetric structures, because asymmetric materials may have a lower tendency to recrystallize. Dendrimer substituents may be used to enhance the ability of small molecules to undergo solution processing.

Devices fabricated in accordance with embodiments of the invention may be incorporated into a wide variety of consumer products, including flat panel displays, computer monitors, televisions, billboards, lights for interior or exterior illumination and/or signaling, heads up displays, fully transparent displays, flexible displays, laser printers, telephones, cell phones, personal digital assistants (PDAs), laptop computers, digital cameras, camcorders, viewfinders, micro-displays, vehicles, a large area wall, theater or stadium screen, or a sign. Various control mechanisms may be used to control devices fabricated in accordance with the present invention, including passive matrix and active matrix. Many of the devices are intended for use in a temperature range comfortable to humans, such as 18 degrees C. to 30 degrees C., and more preferably at room temperature (20-25 degrees C.).

The materials and structures described herein may have applications in devices other than OLEDs. For example, other optoelectronic devices such as organic solar cells and organic photodetectors may employ the materials and structures. More generally, organic devices, such as organic transistors, may employ the materials and structures.

The terms halo, halogen, alkyl, cycloalkyl, alkenyl, alkynyl, arylkyl, heterocyclic group, aryl, aromatic group, and heteroaryl are known to the art, and are defined in U.S. Pat. No. 7,279,704 at cols. 31-32, which are incorporated herein by reference.

A compound comprising a heteroleptic iridium complex is provided. In one embodiment, the compound is a compound of Formula I.

In the compound of Formula I, R₁, R₂, R₃, R₄, R₅, and R₆, are independently selected from the group consisting of hydrogen, deuterium, cycloalkyl, deuterated cycloalkyl, alkyl, and deuterated alkyl. At least one of R₁, R₂, R₃, R₄, R₅, and R₆ is cycloalkyl, deuterated cycloalkyl, alkyl or deuterated alkyl, and any two adjacent R₁, R₂, R₃, R₄, R₅, and R₆ are optionally linked together to form a ring. Thus, any of R₁ and R₂, R₂ and R₃, R₃ and R₄, R₄ and R₅, or R₅ and R₆ can be linked to form a ring. Ring A is attached to the 4- or 5-position of ring B. R and R′ represent mono-, di-, tri- or tetra-substitution and are independently selected from the group consisting of: hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

Ring B is numbered according to the following scheme:

Thus, the 4-position is para to the pyridine nitrogen in ring B, and the 5-position is para to the phenyl ring attached to ring B.

In one embodiment, the compound is a compound of Formula II.

In another embodiment, the compound is a compound of Formula III.

In one embodiment, R₁ is alkyl. In one embodiment, R₂ is alkyl. In one embodiment, R₃ is alkyl. In one embodiment, R₄ is alkyl. In one embodiment, R₅ is alkyl. In one embodiment, R₆ is alkyl. In one embodiment, at least one of R₁, R₂, and R₃ is alkyl. In one embodiment, at least one of R₄, R₅, and R₆ is alkyl. In another embodiment, at least one of R₁, R₂, and R₃ is alkyl and at least one of R₄, R₅, and R₆ is alkyl. In any of the foregoing embodiments, the alkyl may be replaced with a partially or fully deuterated alkyl.

In one embodiment, the alkyl contains at least 2 carbons, at least 3 carbons, or at most 6 carbons. Having at least 2 carbons, at least 3 carbons, or at most 6 carbons allows the compounds of Formula I to efficiently emit in the yellow portion of the spectrum, without increasing the sublimation temperature of the compounds. Increased sublimation temperatures can make it difficult to purify compounds. In another embodiment, the alkyl contains greater than 10 carbons. Having an alkyl with greater than 10 carbons is useful in the solution processing of compounds of Formula I, which leads to inexpensive manufacture of OLED devices.

In one embodiment, the compound emits yellow light with a full width at half maximum between about 70 nm to about 110 nm when the light has a peak wavelength between about 530 nm to about 580 nm. When compounds of Formula I have the above range of full width at half maximum (FWHM) with the accompanying range of peak wavelengths, they are efficient yellow emitters with broad line shapes, which is desirable in white light applications.

Specific non-limiting compounds are provided. In one embodiment, the compound is selected from the group consisting of:

In one aspect, the compound comprising a heteroleptic iridium complex has the formula IrL_(A)(L_(B))₂, wherein L_(A) is selected from the group consisting of

L_(B) is selected from the group consisting of

and the heteroleptic iridium complex is selected from the group consisting of Compound II-1 through Compound II-1846, and Compound II-1847 listed in the following table:

Compound Number L_(A) L_(B) II-1. L_(A6) L_(B1) II-2. L_(A12) L_(B1) II-3. L_(A13) L_(B1) II-4. L_(A16) L_(B1) II-5. L_(A17) L_(B1) II-6. L_(A24) L_(B1) II-7. L_(A30) L_(B1) II-8. L_(A31) L_(B1) II-9. L_(A34) L_(B1) II-10. L_(A35) L_(B1) II-11. L_(A36) L_(B1) II-12. L_(A38) L_(B1) II-13. L_(A39) L_(B1) II-14. L_(A40) L_(B1) II-15. L_(A41) L_(B1) II-16. L_(A42) L_(B1) II-17. L_(A43) L_(B1) II-18. L_(A44) L_(B1) II-19. L_(A45) L_(B1) II-20. L_(A46) L_(B1) II-21. L_(A47) L_(B1) II-22. L_(A48) L_(B1) II-23. L_(A49) L_(B1) II-24. L_(A50) L_(B1) II-25. L_(A51) L_(B1) II-26. L_(A52) L_(B1) II-27. L_(A53) L_(B1) II-28. L_(A54) L_(B1) II-29. L_(A55) L_(B1) II-30. L_(A56) L_(B1) II-31. L_(A57) L_(B1) II-32. L_(A58) L_(B1) II-33. L_(A59) L_(B1) II-34. L_(A60) L_(B1) II-35. L_(A61) L_(B1) II-36. L_(A62) L_(B1) II-37. L_(A63) L_(B1) II-38. L_(A64) L_(B1) II-39. L_(A65) L_(B1) II-40. L_(A66) L_(B1) II-41. L_(A67) L_(B1) II-42. L_(A68) L_(B1) II-43. L_(A69) L_(B1) II-44. L_(A6) L_(B2) II-45. L_(A7) L_(B2) II-46. L_(A9) L_(B2) II-47. L_(A10) L_(B2) II-48. L_(A11) L_(B2) II-49. L_(A12) L_(B2) II-50. L_(A13) L_(B2) II-51. L_(A16) L_(B2) II-52. L_(A17) L_(B2) II-53. L_(A21) L_(B2) II-54. L_(A22) L_(B2) II-55. L_(A23) L_(B2) II-56. L_(A24) L_(B2) II-57. L_(A27) L_(B2) II-58. L_(A28) L_(B2) II-59. L_(A29) L_(B2) II-60. L_(A30) L_(B2) II-61. L_(A31) L_(B2) II-62. L_(A34) L_(B2) II-63. L_(A35) L_(B2) II-64. L_(A36) L_(B2) II-65. L_(A38) L_(B2) II-66. L_(A39) L_(B2) II-67. L_(A40) L_(B2) II-68. L_(A41) L_(B2) II-69. L_(A42) L_(B2) II-70. L_(A43) L_(B2) II-71. L_(A44) L_(B2) II-72. L_(A45) L_(B2) II-73. L_(A46) L_(B2) II-74. L_(A47) L_(B2) II-75. L_(A48) L_(B2) II-76. L_(A49) L_(B2) II-77. L_(A50) L_(B2) II-78. L_(A51) L_(B2) II-79. L_(A52) L_(B2) II-80. L_(A53) L_(B2) II-81. L_(A54) L_(B2) II-82. L_(A55) L_(B2) II-83. L_(A56) L_(B2) II-84. L_(A57) L_(B2) II-85. L_(A58) L_(B2) II-86. L_(A59) L_(B2) II-87. L_(A60) L_(B2) II-88. L_(A61) L_(B2) II-89. L_(A62) L_(B2) II-90. L_(A63) L_(B2) II-91. L_(A64) L_(B2) II-92. L_(A65) L_(B2) II-93. L_(A66) L_(B2) II-94. L_(A67) L_(B2) II-95. L_(A68) L_(B2) II-96. L_(A69) L_(B2) II-97. L_(A2) L_(B3) II-98. L_(A3) L_(B3) II-99. L_(A4) L_(B3) II-100. L_(A5) L_(B3) II-101. L_(A6) L_(B3) II-102. L_(A7) L_(B3) II-103. L_(A8) L_(B3) II-104. L_(A9) L_(B3) II-105. L_(A10) L_(B3) II-106. L_(A11) L_(B3) II-107. L_(A12) L_(B3) II-108. L_(A13) L_(B3) II-109. L_(A14) L_(B3) II-110. L_(A15) L_(B3) II-111. L_(A16) L_(B3) II-112. L_(A17) L_(B3) II-113. L_(A18) L_(B3) II-114. L_(A20) L_(B3) II-115. L_(A21) L_(B3) II-116. L_(A22) L_(B3) II-117. L_(A23) L_(B3) II-118. L_(A24) L_(B3) II-119. L_(A25) L_(B3) II-120. L_(A26) L_(B3) II-121. L_(A27) L_(B3) II-122. L_(A28) L_(B3) II-123. L_(A29) L_(B3) II-124. L_(A30) L_(B3) II-125. L_(A31) L_(B3) II-126. L_(A32) L_(B3) II-127. L_(A33) L_(B3) II-128. L_(A34) L_(B3) II-129. L_(A35) L_(B3) II-130. L_(A36) L_(B3) II-131. L_(A37) L_(B3) II-132. L_(A38) L_(B3) II-133. L_(A39) L_(B3) II-134. L_(A40) L_(B3) II-135. L_(A41) L_(B3) II-136. L_(A42) L_(B3) II-137. L_(A43) L_(B3) II-138. L_(A44) L_(B3) II-139. L_(A45) L_(B3) II-140. L_(A46) L_(B3) II-141. L_(A47) L_(B3) II-142. L_(A48) L_(B3) II-143. L_(A49) L_(B3) II-144. L_(A50) L_(B3) II-145. L_(A51) L_(B3) II-146. L_(A52) L_(B3) II-147. L_(A53) L_(B3) II-148. L_(A54) L_(B3) II-149. L_(A55) L_(B3) II-150. L_(A56) L_(B3) II-151. L_(A57) L_(B3) II-152. L_(A58) L_(B3) II-153. L_(A59) L_(B3) II-154. L_(A60) L_(B3) II-155. L_(A61) L_(B3) II-156. L_(A62) L_(B3) II-157. L_(A63) L_(B3) II-158. L_(A64) L_(B3) II-159. L_(A65) L_(B3) II-160. L_(A66) L_(B3) II-161. L_(A67) L_(B3) II-162. L_(A68) L_(B3) II-163. L_(A69) L_(B3) II-164. L_(A2) L_(B4) II-165. L_(A3) L_(B4) II-166. L_(A4) L_(B4) II-167. L_(A5) L_(B4) II-168. L_(A6) L_(B4) II-169. L_(A7) L_(B4) II-170. L_(A8) L_(B4) II-171. L_(A9) L_(B4) II-172. L_(A10) L_(B4) II-173. L_(A11) L_(B4) II-174. L_(A12) L_(B4) II-175. L_(A13) L_(B4) II-176. L_(A14) L_(B4) II-177. L_(A15) L_(B4) II-178. L_(A16) L_(B4) II-179. L_(A17) L_(B4) II-180. L_(A18) L_(B4) II-181. L_(A20) L_(B4) II-182. L_(A21) L_(B4) II-183. L_(A22) L_(B4) II-184. L_(A23) L_(B4) II-185. L_(A24) L_(B4) II-186. L_(A25) L_(B4) II-187. L_(A26) L_(B4) II-188. L_(A27) L_(B4) II-189. L_(A28) L_(B4) II-190. L_(A29) L_(B4) II-191. L_(A30) L_(B4) II-192. L_(A31) L_(B4) II-193. L_(A32) L_(B4) II-194. L_(A33) L_(B4) II-195. L_(A34) L_(B4) II-196. L_(A35) L_(B4) II-197. L_(A36) L_(B4) II-198. L_(A37) L_(B4) II-199. L_(A38) L_(B4) II-200. L_(A39) L_(B4) II-201. L_(A40) L_(B4) II-202. L_(A41) L_(B4) II-203. L_(A42) L_(B4) II-204. L_(A43) L_(B4) II-205. L_(A44) L_(B4) II-206. L_(A45) L_(B4) II-207. L_(A46) L_(B4) II-208. L_(A47) L_(B4) II-209. L_(A48) L_(B4) II-210. L_(A49) L_(B4) II-211. L_(A50) L_(B4) II-212. L_(A51) L_(B4) II-213. L_(A52) L_(B4) II-214. L_(A53) L_(B4) II-215. L_(A54) L_(B4) II-216. L_(A55) L_(B4) II-217. L_(A56) L_(B4) II-218. L_(A57) L_(B4) II-219. L_(A58) L_(B4) II-220. L_(A59) L_(B4) II-221. L_(A60) L_(B4) II-222. L_(A61) L_(B4) II-223. L_(A62) L_(B4) II-224. L_(A63) L_(B4) II-225. L_(A64) L_(B4) II-226. L_(A65) L_(B4) II-227. L_(A66) L_(B4) II-228. L_(A67) L_(B4) II-229. L_(A68) L_(B4) II-230. L_(A69) L_(B4) II-231. L_(A3) L_(B5) II-232. L_(A4) L_(B5) II-233. L_(A5) L_(B5) II-234. L_(A6) L_(B5) II-235. L_(A7) L_(B5) II-236. L_(A8) L_(B5) II-237. L_(A9) L_(B5) II-238. L_(A10) L_(B5) II-239. L_(A11) L_(B5) II-240. L_(A12) L_(B5) II-241. L_(A13) L_(B5) II-242. L_(A14) L_(B5) II-243. L_(A15) L_(B5) II-244. L_(A16) L_(B5) II-245. L_(A17) L_(B5) II-246. L_(A18) L_(B5) II-247. L_(A20) L_(B5) II-248. L_(A21) L_(B5) II-249. L_(A22) L_(B5) II-250. L_(A23) L_(B5) II-251. L_(A24) L_(B5) II-252. L_(A25) L_(B5) II-253. L_(A26) L_(B5) II-254. L_(A27) L_(B5) II-255. L_(A28) L_(B5) II-256. L_(A29) L_(B5) II-257. L_(A30) L_(B5) II-258. L_(A31) L_(B5) II-259. L_(A32) L_(B5) II-260. L_(A33) L_(B5) II-261. L_(A34) L_(B5) II-262. L_(A35) L_(B5) II-263. L_(A36) L_(B5) II-264. L_(A37) L_(B5) II-265. L_(A38) L_(B5) II-266. L_(A39) L_(B5) II-267. L_(A40) L_(B5) II-268. L_(A41) L_(B5) II-269. L_(A42) L_(B5) II-270. L_(A43) L_(B5) II-271. L_(A44) L_(B5) II-272. L_(A45) L_(B5) II-273. L_(A46) L_(B5) II-274. L_(A47) L_(B5) II-275. L_(A48) L_(B5) II-276. L_(A49) L_(B5) II-277. L_(A50) L_(B5) II-278. L_(A51) L_(B5) II-279. L_(A52) L_(B5) II-280. L_(A53) L_(B5) II-281. L_(A54) L_(B5) II-282. L_(A55) L_(B5) II-283. L_(A56) L_(B5) II-284. L_(A57) L_(B5) II-285. L_(A58) L_(B5) II-286. L_(A59) L_(B5) II-287. L_(A60) L_(B5) II-288. L_(A61) L_(B5) II-289. L_(A62) L_(B5) II-290. L_(A63) L_(B5) II-291. L_(A64) L_(B5) II-292. L_(A65) L_(B5) II-293. L_(A66) L_(B5) II-294. L_(A67) L_(B5) II-295. L_(A68) L_(B5) II-296. L_(A69) L_(B5) II-297. L_(A2) L_(B6) II-298. L_(A3) L_(B6) II-299. L_(A4) L_(B6) II-300. L_(A5) L_(B6) II-301. L_(A6) L_(B6) II-302. L_(A7) L_(B6) II-303. L_(A8) L_(B6) II-304. L_(A9) L_(B6) II-305. L_(A10) L_(B6) II-306. L_(A11) L_(B6) II-307. L_(A12) L_(B6) II-308. L_(A13) L_(B6) II-309. L_(A14) L_(B6) II-310. L_(A15) L_(B6) II-311. L_(A16) L_(B6) II-312. L_(A17) L_(B6) II-313. L_(A18) L_(B6) II-314. L_(A20) L_(B6) II-315. L_(A21) L_(B6) II-316. L_(A22) L_(B6) II-317. L_(A23) L_(B6) II-318. L_(A24) L_(B6) II-319. L_(A25) L_(B6) II-320. L_(A26) L_(B6) II-321. L_(A27) L_(B6) II-322. L_(A28) L_(B6) II-323. L_(A29) L_(B6) II-324. L_(A30) L_(B6) II-325. L_(A31) L_(B6) II-326. L_(A32) L_(B6) II-327. L_(A33) L_(B6) II-328. L_(A34) L_(B6) II-329. L_(A35) L_(B6) II-330. L_(A36) L_(B6) II-331. L_(A37) L_(B6) II-332. L_(A38) L_(B6) II-333. L_(A39) L_(B6) II-334. L_(A40) L_(B6) II-335. L_(A41) L_(B6) II-336. L_(A42) L_(B6) II-337. L_(A43) L_(B6) II-338. L_(A44) L_(B6) II-339. L_(A45) L_(B6) II-340. L_(A46) L_(B6) II-341. L_(A47) L_(B6) II-342. L_(A48) L_(B6) II-343. L_(A49) L_(B6) II-344. L_(A50) L_(B6) II-345. L_(A51) L_(B6) II-346. L_(A52) L_(B6) II-347. L_(A53) L_(B6) II-348. L_(A54) L_(B6) II-349. L_(A55) L_(B6) II-350. L_(A56) L_(B6) II-351. L_(A57) L_(B6) II-352. L_(A58) L_(B6) II-353. L_(A59) L_(B6) II-354. L_(A60) L_(B6) II-355. L_(A61) L_(B6) II-356. L_(A62) L_(B6) II-357. L_(A63) L_(B6) II-358. L_(A64) L_(B6) II-359. L_(A65) L_(B6) II-360. L_(A66) L_(B6) II-361. L_(A67) L_(B6) II-362. L_(A68) L_(B6) II-363. L_(A69) L_(B6) II-364. L_(A2) L_(B7) II-365. L_(A3) L_(B7) II-366. L_(A4) L_(B7) II-367. L_(A5) L_(B7) II-368. L_(A6) L_(B7) II-369. L_(A7) L_(B7) II-370. L_(A8) L_(B7) II-371. L_(A9) L_(B7) II-372. L_(A10) L_(B7) II-373. L_(A11) L_(B7) II-374. L_(A12) L_(B7) II-375. L_(A13) L_(B7) II-376. L_(A14) L_(B7) II-377. L_(A15) L_(B7) II-378. L_(A16) L_(B7) II-379. L_(A17) L_(B7) II-380. L_(A18) L_(B7) II-381. L_(A20) L_(B7) II-382. L_(A21) L_(B7) II-383. L_(A22) L_(B7) II-384. L_(A23) L_(B7) II-385. L_(A24) L_(B7) II-386. L_(A25) L_(B7) II-387. L_(A26) L_(B7) II-388. L_(A27) L_(B7) II-389. L_(A28) L_(B7) II-390. L_(A29) L_(B7) II-391. L_(A30) L_(B7) II-392. L_(A31) L_(B7) II-393. L_(A32) L_(B7) II-394. L_(A33) L_(B7) II-395. L_(A34) L_(B7) II-396. L_(A35) L_(B7) II-397. L_(A36) L_(B7) II-398. L_(A37) L_(B7) II-399. L_(A38) L_(B7) II-400. L_(A39) L_(B7) II-401. L_(A40) L_(B7) II-402. L_(A41) L_(B7) II-403. L_(A42) L_(B7) II-404. L_(A43) L_(B7) II-405. L_(A44) L_(B7) II-406. L_(A45) L_(B7) II-407. L_(A46) L_(B7) II-408. L_(A47) L_(B7) II-409. L_(A48) L_(B7) II-410. L_(A49) L_(B7) II-411. L_(A50) L_(B7) II-412. L_(A51) L_(B7) II-413. L_(A52) L_(B7) II-414. L_(A53) L_(B7) II-415. L_(A54) L_(B7) II-416. L_(A55) L_(B7) II-417. L_(A56) L_(B7) II-418. L_(A57) L_(B7) II-419. L_(A58) L_(B7) II-420. L_(A59) L_(B7) II-421. L_(A60) L_(B7) II-422. L_(A61) L_(B7) II-423. L_(A62) L_(B7) II-424. L_(A63) L_(B7) II-425. L_(A64) L_(B7) II-426. L_(A65) L_(B7) II-427. L_(A66) L_(B7) II-428. L_(A67) L_(B7) II-429. L_(A68) L_(B7) II-430. L_(A69) L_(B7) II-431. L_(A2) L_(B8) II-432. L_(A3) L_(B8) II-433. L_(A4) L_(B8) II-434. L_(A5) L_(B8) II-435. L_(A6) L_(B8) II-436. L_(A7) L_(B8) II-437. L_(A8) L_(B8) II-438. L_(A9) L_(B8) II-439. L_(A10) L_(B8) II-440. L_(A11) L_(B8) II-441. L_(A12) L_(B8) II-442. L_(A13) L_(B8) II-443. L_(A14) L_(B8) II-444. L_(A15) L_(B8) II-445. L_(A16) L_(B8) II-446. L_(A17) L_(B8) II-447. L_(A18) L_(B8) II-448. L_(A20) L_(B8) II-449. L_(A21) L_(B8) II-450. L_(A22) L_(B8) II-451. L_(A23) L_(B8) II-452. L_(A24) L_(B8) II-453. L_(A25) L_(B8) II-454. L_(A26) L_(B8) II-455. L_(A27) L_(B8) II-456. L_(A28) L_(B8) II-457. L_(A29) L_(B8) II-458. L_(A30) L_(B8) II-459. L_(A31) L_(B8) II-460. L_(A32) L_(B8) II-461. L_(A33) L_(B8) II-462. L_(A34) L_(B8) II-463. L_(A35) L_(B8) II-464. L_(A36) L_(B8) II-465. L_(A37) L_(B8) II-466. L_(A38) L_(B8) II-467. L_(A39) L_(B8) II-468. L_(A40) L_(B8) II-469. L_(A41) L_(B8) II-470. L_(A42) L_(B8) II-471. L_(A43) L_(B8) II-472. L_(A44) L_(B8) II-473. L_(A45) L_(B8) II-474. L_(A46) L_(B8) II-475. L_(A47) L_(B8) II-476. L_(A48) L_(B8) II-477. L_(A49) L_(B8) II-478. L_(A50) L_(B8) II-479. L_(A51) L_(B8) II-480. L_(A52) L_(B8) II-481. L_(A53) L_(B8) II-482. L_(A54) L_(B8) II-483. L_(A55) L_(B8) II-484. L_(A56) L_(B8) II-485. L_(A57) L_(B8) II-486. L_(A58) L_(B8) II-487. L_(A59) L_(B8) II-488. L_(A60) L_(B8) II-489. L_(A61) L_(B8) II-490. L_(A62) L_(B8) II-491. L_(A63) L_(B8) II-492. L_(A64) L_(B8) II-493. L_(A65) L_(B8) II-494. L_(A66) L_(B8) II-495. L_(A67) L_(B8) II-496. L_(A68) L_(B8) II-497. L_(A69) L_(B8) II-498. L_(A3) L_(B9) II-499. L_(A4) L_(B9) II-500. L_(A5) L_(B9) II-501. L_(A6) L_(B9) II-502. L_(A7) L_(B9) II-503. L_(A8) L_(B9) II-504. L_(A9) L_(B9) II-505. L_(A10) L_(B9) II-506. L_(A11) L_(B9) II-507. L_(A12) L_(B9) II-508. L_(A13) L_(B9) II-509. L_(A14) L_(B9) II-510. L_(A15) L_(B9) II-511. L_(A16) L_(B9) II-512. L_(A17) L_(B9) II-513. L_(A18) L_(B9) II-514. L_(A21) L_(B9) II-515. L_(A22) L_(B9) II-516. L_(A23) L_(B9) II-517. L_(A24) L_(B9) II-518. L_(A25) L_(B9) II-519. L_(A26) L_(B9) II-520. L_(A27) L_(B9) II-521. L_(A28) L_(B9) II-522. L_(A29) L_(B9) II-523. L_(A30) L_(B9) II-524. L_(A31) L_(B9) II-525. L_(A32) L_(B9) II-526. L_(A33) L_(B9) II-527. L_(A34) L_(B9) II-528. L_(A35) L_(B9) II-529. L_(A36) L_(B9) II-530. L_(A38) L_(B9) II-531. L_(A39) L_(B9) II-532. L_(A40) L_(B9) II-533. L_(A41) L_(B9) II-534. L_(A42) L_(B9) II-535. L_(A43) L_(B9) II-536. L_(A44) L_(B9) II-537. L_(A45) L_(B9) II-538. L_(A46) L_(B9) II-539. L_(A47) L_(B9) II-540. L_(A48) L_(B9) II-541. L_(A49) L_(B9) II-542. L_(A50) L_(B9) II-543. L_(A51) L_(B9) II-544. L_(A52) L_(B9) II-545. L_(A54) L_(B9) II-546. L_(A55) L_(B9) II-547. L_(A56) L_(B9) II-548. L_(A57) L_(B9) II-549. L_(A58) L_(B9) II-550. L_(A59) L_(B9) II-551. L_(A60) L_(B9) II-552. L_(A61) L_(B9) II-553. L_(A62) L_(B9) II-554. L_(A63) L_(B9) II-555. L_(A64) L_(B9) II-556. L_(A65) L_(B9) II-557. L_(A66) L_(B9) II-558. L_(A67) L_(B9) II-559. L_(A68) L_(B9) II-560. L_(A69) L_(B9) II-561. L_(A1) L_(B10) II-562. L_(A2) L_(B10) II-563. L_(A3) L_(B10) II-564. L_(A4) L_(B10) II-565. L_(A5) L_(B10) II-566. L_(A6) L_(B10) II-567. L_(A7) L_(B10) II-568. L_(A8) L_(B10) II-569. L_(A9) L_(B10) II-570. L_(A10) L_(B10) II-571. L_(A11) L_(B10) II-572. L_(A12) L_(B10) II-573. L_(A13) L_(B10) II-574. L_(A14) L_(B10) II-575. L_(A15) L_(B10) II-576. L_(A16) L_(B10) II-577. L_(A17) L_(B10) II-578. L_(A18) L_(B10) II-579. L_(A19) L_(B10) II-580. L_(A20) L_(B10) II-581. L_(A21) L_(B10) II-582. L_(A22) L_(B10) II-583. L_(A23) L_(B10) II-584. L_(A24) L_(B10) II-585. L_(A25) L_(B10) II-586. L_(A26) L_(B10) II-587. L_(A27) L_(B10) II-588. L_(A28) L_(B10) II-589. L_(A29) L_(B10) II-590. L_(A30) L_(B10) II-591. L_(A31) L_(B10) II-592. L_(A32) L_(B10) II-593. L_(A33) L_(B10) II-594. L_(A34) L_(B10) II-595. L_(A35) L_(B10) II-596. L_(A36) L_(B10) II-597. L_(A37) L_(B10) II-598. L_(A38) L_(B10) II-599. L_(A39) L_(B10) II-600. L_(A40) L_(B10) II-601. L_(A41) L_(B10) II-602. L_(A42) L_(B10) II-603. L_(A43) L_(B10) II-604. L_(A44) L_(B10) II-605. 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L_(A59) L_(B11) II-689. L_(A60) L_(B11) II-690. L_(A61) L_(B11) II-691. L_(A62) L_(B11) II-692. L_(A63) L_(B11) II-693. L_(A64) L_(B11) II-694. L_(A65) L_(B11) II-695. L_(A66) L_(B11) II-696. L_(A67) L_(B11) II-697. L_(A68) L_(B11) II-698. L_(A69) L_(B11) II-699. L_(A3) L_(B12) II-700. L_(A4) L_(B12) II-701. L_(A5) L_(B12) II-702. L_(A6) L_(B12) II-703. L_(A7) L_(B12) II-704. L_(A8) L_(B12) II-705. L_(A9) L_(B12) II-706. L_(A10) L_(B12) II-707. L_(A11) L_(B12) II-708. L_(A12) L_(B12) II-709. L_(A13) L_(B12) II-710. L_(A14) L_(B12) II-711. L_(A15) L_(B12) II-712. L_(A16) L_(B12) II-713. L_(A17) L_(B12) II-714. L_(A18) L_(B12) II-715. L_(A21) L_(B12) II-716. L_(A22) L_(B12) II-717. L_(A23) L_(B12) II-718. L_(A24) L_(B12) II-719. L_(A25) L_(B12) II-720. L_(A26) L_(B12) II-721. L_(A27) L_(B12) II-722. L_(A28) L_(B12) II-723. L_(A29) L_(B12) II-724. L_(A30) L_(B12) II-725. L_(A31) L_(B12) II-726. L_(A32) L_(B12) II-727. L_(A33) L_(B12) II-728. L_(A34) L_(B12) II-729. L_(A35) L_(B12) II-730. L_(A37) L_(B12) II-731. L_(A38) L_(B12) II-732. L_(A39) L_(B12) II-733. L_(A40) L_(B12) II-734. L_(A41) L_(B12) II-735. L_(A42) L_(B12) II-736. L_(A43) L_(B12) II-737. L_(A44) L_(B12) II-738. L_(A45) L_(B12) II-739. L_(A46) L_(B12) II-740. L_(A47) L_(B12) II-741. L_(A48) L_(B12) II-742. L_(A49) L_(B12) II-743. L_(A50) L_(B12) II-744. L_(A51) L_(B12) II-745. L_(A52) L_(B12) II-746. L_(A54) L_(B12) II-747. L_(A55) L_(B12) II-748. L_(A56) L_(B12) II-749. L_(A57) L_(B12) II-750. L_(A58) L_(B12) II-751. L_(A59) L_(B12) II-752. L_(A60) L_(B12) II-753. L_(A61) L_(B12) II-754. L_(A62) L_(B12) II-755. L_(A63) L_(B12) II-756. L_(A64) L_(B12) II-757. L_(A65) L_(B12) II-758. L_(A66) L_(B12) II-759. L_(A67) L_(B12) II-760. L_(A68) L_(B12) II-761. L_(A69) L_(B12) II-762. L_(A1) L_(B13) II-763. L_(A2) L_(B13) II-764. L_(A3) L_(B13) II-765. L_(A4) L_(B13) II-766. L_(A5) L_(B13) II-767. L_(A6) L_(B13) II-768. L_(A7) L_(B13) II-769. L_(A8) L_(B13) II-770. L_(A9) L_(B13) II-771. L_(A10) L_(B13) II-772. L_(A11) L_(B13) II-773. L_(A12) L_(B13) II-774. L_(A13) L_(B13) II-775. L_(A14) L_(B13) II-776. L_(A15) L_(B13) II-777. L_(A16) L_(B13) II-778. L_(A17) L_(B13) II-779. L_(A18) L_(B13) II-780. L_(A19) L_(B13) II-781. L_(A20) L_(B13) II-782. L_(A21) L_(B13) II-783. L_(A22) L_(B13) II-784. L_(A23) L_(B13) II-785. L_(A24) L_(B13) II-786. L_(A25) L_(B13) II-787. L_(A26) L_(B13) II-788. L_(A27) L_(B13) II-789. L_(A28) L_(B13) II-790. L_(A29) L_(B13) II-791. L_(A30) L_(B13) II-792. L_(A31) L_(B13) II-793. L_(A32) L_(B13) II-794. L_(A33) L_(B13) II-795. L_(A34) L_(B13) II-796. L_(A35) L_(B13) II-797. L_(A36) L_(B13) II-798. L_(A37) L_(B13) II-799. L_(A38) L_(B13) II-800. L_(A39) L_(B13) II-801. L_(A40) L_(B13) II-802. L_(A41) L_(B13) II-803. L_(A42) L_(B13) II-804. L_(A43) L_(B13) II-805. L_(A44) L_(B13) II-806. L_(A45) L_(B13) II-807. L_(A46) L_(B13) II-808. L_(A47) L_(B13) II-809. L_(A48) L_(B13) II-810. L_(A49) L_(B13) II-811. L_(A50) L_(B13) II-812. L_(A51) L_(B13) II-813. L_(A52) L_(B13) II-814. L_(A53) L_(B13) II-815. L_(A54) L_(B13) II-816. L_(A55) L_(B13) II-817. L_(A56) L_(B13) II-818. L_(A57) L_(B13) II-819. L_(A58) L_(B13) II-820. L_(A59) L_(B13) II-821. L_(A60) L_(B13) II-822. L_(A61) L_(B13) II-823. L_(A62) L_(B13) II-824. L_(A63) L_(B13) II-825. L_(A64) L_(B13) II-826. L_(A65) L_(B13) II-827. L_(A66) L_(B13) II-828. L_(A67) L_(B13) II-829. L_(A68) L_(B13) II-830. L_(A69) L_(B13) II-831. L_(A1) L_(B14) II-832. L_(A2) L_(B14) II-833. L_(A3) L_(B14) II-834. L_(A4) L_(B14) II-835. L_(A5) L_(B14) II-836. L_(A6) L_(B14) II-837. L_(A7) L_(B14) II-838. L_(A8) L_(B14) II-839. L_(A9) L_(B14) II-840. L_(A10) L_(B14) II-841. L_(A11) L_(B14) II-842. L_(A12) L_(B14) II-843. L_(A13) L_(B14) II-844. L_(A14) L_(B14) II-845. L_(A15) L_(B14) II-846. L_(A16) L_(B14) II-847. L_(A17) L_(B14) II-848. L_(A18) L_(B14) II-849. L_(A19) L_(B14) II-850. L_(A20) L_(B14) II-851. L_(A21) L_(B14) II-852. L_(A22) L_(B14) II-853. L_(A23) L_(B14) II-854. L_(A24) L_(B14) II-855. L_(A25) L_(B14) II-856. L_(A26) L_(B14) II-857. L_(A27) L_(B14) II-858. L_(A28) L_(B14) II-859. L_(A29) L_(B14) II-860. L_(A30) L_(B14) II-861. L_(A31) L_(B14) II-862. L_(A32) L_(B14) II-863. L_(A33) L_(B14) II-864. L_(A34) L_(B14) II-865. L_(A35) L_(B14) II-866. L_(A36) L_(B14) II-867. L_(A37) L_(B14) II-868. L_(A38) L_(B14) II-869. L_(A39) L_(B14) II-870. L_(A40) L_(B14) II-871. L_(A41) L_(B14) II-872. L_(A42) L_(B14) II-873. L_(A43) L_(B14) II-874. L_(A44) L_(B14) II-875. L_(A45) L_(B14) II-876. L_(A46) L_(B14) II-877. L_(A47) L_(B14) II-878. L_(A48) L_(B14) II-879. L_(A49) L_(B14) II-880. L_(A50) L_(B14) II-881. L_(A51) L_(B14) II-882. L_(A52) L_(B14) II-883. L_(A53) L_(B14) II-884. L_(A54) L_(B14) II-885. L_(A55) L_(B14) II-886. L_(A56) L_(B14) II-887. L_(A57) L_(B14) II-888. L_(A58) L_(B14) II-889. L_(A59) L_(B14) II-890. L_(A60) L_(B14) II-891. L_(A61) L_(B14) II-892. L_(A62) L_(B14) II-893. L_(A63) L_(B14) II-894. L_(A64) L_(B14) II-895. L_(A65) L_(B14) II-896. L_(A66) L_(B14) II-897. L_(A67) L_(B14) II-898. L_(A68) L_(B14) II-899. L_(A69) L_(B14) II-900. L_(A1) L_(B15) II-901. L_(A2) L_(B15) II-902. L_(A3) L_(B15) II-903. L_(A4) L_(B15) II-904. L_(A5) L_(B15) II-905. L_(A6) L_(B15) II-906. L_(A7) L_(B15) II-907. L_(A8) L_(B15) II-908. L_(A9) L_(B15) II-909. L_(A10) L_(B15) II-910. L_(A11) L_(B15) II-911. L_(A12) L_(B15) II-912. L_(A13) L_(B15) II-913. L_(A14) L_(B15) II-914. L_(A15) L_(B15) II-915. L_(A16) L_(B15) II-916. L_(A17) L_(B15) II-917. L_(A18) L_(B15) II-918. L_(A19) L_(B15) II-919. L_(A20) L_(B15) II-920. L_(A21) L_(B15) II-921. L_(A22) L_(B15) II-922. L_(A23) L_(B15) II-923. L_(A24) L_(B15) II-924. L_(A25) L_(B15) II-1387. L_(A26) L_(B15) II-1388. L_(A27) L_(B15) II-1389. L_(A28) L_(B15) II-1390. L_(A29) L_(B15) II-1391. L_(A30) L_(B15) II-1392. L_(A31) L_(B15) II-1393. L_(A32) L_(B15) II-1394. L_(A33) L_(B15) II-1395. L_(A34) L_(B15) II-1396. L_(A35) L_(B15) II-1397. L_(A36) L_(B15) II-1398. L_(A37) L_(B15) II-1399. L_(A38) L_(B15) II-1400. L_(A39) L_(B15) II-1401. L_(A40) L_(B15) II-1402. L_(A41) L_(B15) II-1403. L_(A42) L_(B15) II-1404. L_(A43) L_(B15) II-1405. L_(A44) L_(B15) II-1406. L_(A45) L_(B15) II-1407. L_(A46) L_(B15) II-1408. L_(A47) L_(B15) II-1409. L_(A48) L_(B15) II-1410. L_(A49) L_(B15) II-1411. L_(A50) L_(B15) II-1412. L_(A51) L_(B15) II-1413. L_(A52) L_(B15) II-1414. L_(A53) L_(B15) II-1415. L_(A54) L_(B15) II-1416. L_(A55) L_(B15) II-1417. L_(A56) L_(B15) II-1418. L_(A57) L_(B15) II-1419. L_(A58) L_(B15) II-1420. L_(A59) L_(B15) II-1421. L_(A60) L_(B15) II-1422. L_(A61) L_(B15) II-1423. L_(A62) L_(B15) II-1424. L_(A63) L_(B15) II-1425. L_(A64) L_(B15) II-1426. L_(A65) L_(B15) II-1427. L_(A66) L_(B15) II-1428. L_(A67) L_(B15) II-1429. L_(A68) L_(B15) II-1430. L_(A69) L_(B15) II-1431. L_(A3) L_(B16) II-1432. L_(A4) L_(B16) II-1433. L_(A5) L_(B16) II-1434. L_(A6) L_(B16) II-1435. L_(A7) L_(B16) II-1436. L_(A8) L_(B16) II-1437. L_(A9) L_(B16) II-1438. L_(A10) L_(B16) II-1439. L_(A11) L_(B16) II-1440. L_(A12) L_(B16) II-1441. L_(A13) L_(B16) II-1442. L_(A14) L_(B16) II-1443. L_(A15) L_(B16) II-1444. L_(A16) L_(B16) II-1445. L_(A17) L_(B16) II-1446. L_(A18) L_(B16) II-1447. L_(A21) L_(B16) II-1448. L_(A22) L_(B16) II-1449. L_(A23) L_(B16) II-1450. L_(A24) L_(B16) II-1451. L_(A25) L_(B16) II-1452. L_(A26) L_(B16) II-1453. L_(A27) L_(B16) II-1454. L_(A28) L_(B16) II-1455. L_(A29) L_(B16) II-1456. L_(A30) L_(B16) II-1457. L_(A31) L_(B16) II-1458. L_(A32) L_(B16) II-1459. L_(A33) L_(B16) II-1460. L_(A34) L_(B16) II-1461. L_(A35) L_(B16) II-1462. L_(A36) L_(B16) II-1463. L_(A38) L_(B16) II-1464. L_(A39) L_(B16) II-1465. L_(A40) L_(B16) II-1466. L_(A41) L_(B16) II-1467. L_(A42) L_(B16) II-1468. L_(A43) L_(B16) II-1469. L_(A44) L_(B16) II-1470. L_(A45) L_(B16) II-1471. L_(A46) L_(B16) II-1472. L_(A47) L_(B16) II-1473. L_(A48) L_(B16) II-1474. L_(A49) L_(B16) II-1475. L_(A50) L_(B16) II-1476. L_(A51) L_(B16) II-1477. L_(A52) L_(B16) II-1478. L_(A54) L_(B16) II-1479. L_(A55) L_(B16) II-1480. L_(A56) L_(B16) II-1481. L_(A57) L_(B16) II-1482. L_(A58) L_(B16) II-1483. L_(A59) L_(B16) II-1484. L_(A60) L_(B16) II-1485. L_(A61) L_(B16) II-1486. L_(A62) L_(B16) II-1487. L_(A63) L_(B16) II-1488. L_(A64) L_(B16) II-1489. L_(A65) L_(B16) II-1490. L_(A66) L_(B16) II-1491. L_(A67) L_(B16) II-1492. L_(A68) L_(B16) II-1493. L_(A69) L_(B16) II-1494. L_(A2) L_(B17) II-1495. L_(A3) L_(B17) II-1496. L_(A4) L_(B17) II-1497. L_(A5) L_(B17) II-1498. L_(A6) L_(B17) II-1499. L_(A7) L_(B17) II-1500. L_(A8) L_(B17) II-1501. L_(A9) L_(B17) II-1502. L_(A10) L_(B17) II-1503. L_(A11) L_(B17) II-1504. L_(A12) L_(B17) II-1505. L_(A13) L_(B17) II-1506. L_(A14) L_(B17) II-1507. L_(A15) L_(B17) II-1508. L_(A16) L_(B17) II-1509. L_(A17) L_(B17) II-1510. L_(A18) L_(B17) II-1511. L_(A20) L_(B17) II-1512. L_(A21) L_(B17) II-1513. L_(A22) L_(B17) II-1514. L_(A23) L_(B17) II-1515. L_(A24) L_(B17) II-1516. L_(A25) L_(B17) II-1517. L_(A26) L_(B17) II-1518. L_(A27) L_(B17) II-1519. L_(A28) L_(B17) II-1520. L_(A29) L_(B17) II-1521. L_(A30) L_(B17) II-1522. L_(A31) L_(B17) II-1523. L_(A32) L_(B17) II-1524. L_(A33) L_(B17) II-1525. L_(A34) L_(B17) II-1526. L_(A35) L_(B17) II-1527. L_(A36) L_(B17) II-1528. L_(A37) L_(B17) II-1529. L_(A38) L_(B17) II-1530. L_(A39) L_(B17) II-1531. L_(A40) L_(B17) II-1532. L_(A41) L_(B17) II-1533. L_(A42) L_(B17) II-1534. L_(A43) L_(B17) II-1535. L_(A44) L_(B17) II-1536. L_(A45) L_(B17) II-1537. L_(A46) L_(B17) II-1538. L_(A47) L_(B17) II-1539. L_(A48) L_(B17) II-1540. L_(A49) L_(B17) II-1541. L_(A50) L_(B17) II-1542. L_(A51) L_(B17) II-1543. L_(A52) L_(B17) II-1544. L_(A53) L_(B17) II-1545. L_(A54) L_(B17) II-1546. L_(A55) L_(B17) II-1547. L_(A56) L_(B17) II-1548. L_(A57) L_(B17) II-1549. L_(A58) L_(B17) II-1550. L_(A59) L_(B17) II-1551. L_(A60) L_(B17) II-1552. L_(A61) L_(B17) II-1553. L_(A62) L_(B17) II-1554. L_(A63) L_(B17) II-1555. L_(A64) L_(B17) II-1556. L_(A65) L_(B17) II-1557. L_(A66) L_(B17) II-1558. L_(A67) L_(B17) II-1559. L_(A68) L_(B17) II-1560. L_(A69) L_(B17) II-1561. L_(A2) L_(B18) II-1562. L_(A3) L_(B18) II-1563. L_(A4) L_(B18) II-1564. L_(A5) L_(B18) II-1565. L_(A6) L_(B18) II-1566. L_(A7) L_(B18) II-1567. L_(A8) L_(B18) II-1568. L_(A9) L_(B18) II-1569. L_(A10) L_(B18) II-1570. L_(A11) L_(B18) II-1571. L_(A12) L_(B18) II-1572. L_(A13) L_(B18) II-1573. L_(A14) L_(B18) II-1574. L_(A15) L_(B18) II-1575. L_(A16) L_(B18) II-1576. L_(A17) L_(B18) II-1577. L_(A18) L_(B18) II-1578. L_(A20) L_(B18) II-1579. L_(A21) L_(B18) II-1580. L_(A22) L_(B18) II-1581. L_(A23) L_(B18) II-1582. L_(A24) L_(B18) II-1583. L_(A25) L_(B18) II-1584. L_(A26) L_(B18) II-1585. L_(A27) L_(B18) II-1586. L_(A28) L_(B18) II-1587. L_(A29) L_(B18) II-1588. L_(A30) L_(B18) II-1589. L_(A31) L_(B18) II-1590. L_(A32) L_(B18) II-1591. L_(A33) L_(B18) II-1592. L_(A34) L_(B18) II-1593. L_(A35) L_(B18) II-1594. L_(A36) L_(B18) II-1595. L_(A37) L_(B18) II-1596. L_(A38) L_(B18) II-1597. L_(A39) L_(B18) II-1598. L_(A40) L_(B18) II-1599. L_(A41) L_(B18) II-1600. L_(A42) L_(B18) II-1601. L_(A43) L_(B18) II-1602. L_(A44) L_(B18) II-1603. L_(A45) L_(B18) II-1604. L_(A46) L_(B18) II-1605. L_(A47) L_(B18) II-1606. L_(A48) L_(B18) II-1607. L_(A49) L_(B18) II-1608. L_(A50) L_(B18) II-1609. L_(A51) L_(B18) II-1610. L_(A52) L_(B18) II-1611. L_(A53) L_(B18) II-1612. L_(A54) L_(B18) II-1613. L_(A55) L_(B18) II-1614. L_(A56) L_(B18) II-1615. L_(A57) L_(B18) II-1616. L_(A58) L_(B18) II-1617. L_(A59) L_(B18) II-1618. L_(A60) L_(B18) II-1619. L_(A61) L_(B18) II-1620. L_(A62) L_(B18) II-1621. L_(A63) L_(B18) II-1622. L_(A64) L_(B18) II-1623. L_(A65) L_(B18) II-1624. L_(A66) L_(B18) II-1625. L_(A67) L_(B18) II-1626. L_(A68) L_(B18) II-1627. L_(A69) L_(B18) II-1628. L_(A2) L_(B19) II-1629. L_(A3) L_(B19) II-1630. L_(A4) L_(B19) II-1631. L_(A5) L_(B19) II-1632. L_(A6) L_(B19) II-1633. L_(A7) L_(B19) II-1634. L_(A8) L_(B19) II-1635. L_(A9) L_(B19) II-1636. L_(A10) L_(B19) II-1637. L_(A11) L_(B19) II-1638. L_(A12) L_(B19) II-1639. L_(A13) L_(B19) II-1640. L_(A14) L_(B19) II-1641. L_(A15) L_(B19) II-1642. L_(A16) L_(B19) II-1643. L_(A17) L_(B19) II-1644. L_(A18) L_(B19) II-1645. L_(A20) L_(B19) II-1646. L_(A21) L_(B19) II-1647. L_(A22) L_(B19) II-1648. L_(A23) L_(B19) II-1649. L_(A24) L_(B19) II-1650. L_(A25) L_(B19) II-1651. L_(A26) L_(B19) II-1652. L_(A27) L_(B19) II-1653. L_(A28) L_(B19) II-1654. L_(A29) L_(B19) II-1655. L_(A30) L_(B19) II-1656. L_(A31) L_(B19) II-1657. L_(A32) L_(B19) II-1658. L_(A33) L_(B19) II-1659. L_(A34) L_(B19) II-1660. L_(A35) L_(B19) II-1661. L_(A36) L_(B19) II-1662. L_(A37) L_(B19) II-1663. L_(A38) L_(B19) II-1664. L_(A39) L_(B19) II-1665. L_(A40) L_(B19) II-1666. L_(A41) L_(B19) II-1667. L_(A42) L_(B19) II-1668. L_(A43) L_(B19) II-1669. L_(A44) L_(B19) II-1670. L_(A45) L_(B19) II-1671. L_(A46) L_(B19) II-1672. L_(A47) L_(B19) II-1673. L_(A48) L_(B19) II-1674. L_(A49) L_(B19) II-1675. L_(A50) L_(B19) II-1676. L_(A51) L_(B19) II-1677. L_(A52) L_(B19) II-1678. L_(A53) L_(B19) II-1679. L_(A54) L_(B19) II-1680. L_(A55) L_(B19) II-1681. L_(A56) L_(B19) II-1682. L_(A57) L_(B19) II-1683. L_(A58) L_(B19) II-1684. L_(A59) L_(B19) II-1685. L_(A60) L_(B19) II-1686. L_(A61) L_(B19) II-1687. L_(A62) L_(B19) II-1688. L_(A63) L_(B19) II-1689. L_(A64) L_(B19) II-1690. L_(A65) L_(B19) II-1691. L_(A66) L_(B19) II-1692. L_(A67) L_(B19) II-1693. L_(A68) L_(B19) II-1694. L_(A69) L_(B19) II-1695. L_(A2) L_(B20) II-1696. L_(A3) L_(B20) II-1697. L_(A4) L_(B20) II-1698. L_(A5) L_(B20) II-1699. L_(A6) L_(B20) II-1700. L_(A7) L_(B20) II-1701. L_(A8) L_(B20) II-1702. L_(A9) L_(B20) II-1703. L_(A10) L_(B20) II-1704. L_(A11) L_(B20) II-1705. L_(A12) L_(B20) II-1706. L_(A13) L_(B20) II-1707. L_(A14) L_(B20) II-1708. L_(A15) L_(B20) II-1709. L_(A16) L_(B20) II-1710. L_(A17) L_(B20) II-1711. L_(A18) L_(B20) II-1712. L_(A20) L_(B20) II-1713. L_(A21) L_(B20) II-1714. L_(A22) L_(B20) II-1715. L_(A23) L_(B20) II-1716. L_(A24) L_(B20) II-1717. L_(A25) L_(B20) II-1718. L_(A26) L_(B20) II-1719. L_(A27) L_(B20) II-1720. L_(A28) L_(B20) II-1721. L_(A29) L_(B20) II-1722. L_(A30) L_(B20) II-1723. L_(A31) L_(B20) II-1724. L_(A32) L_(B20) II-1725. L_(A33) L_(B20) II-1726. L_(A34) L_(B20) II-1727. L_(A35) L_(B20) II-1728. L_(A36) L_(B20) II-1729. L_(A37) L_(B20) II-1730. L_(A38) L_(B20) II-1731. L_(A39) L_(B20) II-1732. L_(A40) L_(B20) II-1733. L_(A41) L_(B20) II-1734. L_(A42) L_(B20) II-1735. L_(A43) L_(B20) II-1736. L_(A44) L_(B20) II-1737. L_(A45) L_(B20) II-1738. L_(A46) L_(B20) II-1739. L_(A47) L_(B20) II-1740. L_(A48) L_(B20) II-1741. L_(A49) L_(B20) II-1742. L_(A50) L_(B20) II-1743. L_(A51) L_(B20) II-1744. L_(A52) L_(B20) II-1745. L_(A53) L_(B20) II-1746. L_(A54) L_(B20) II-1747. L_(A55) L_(B20) II-1748. L_(A56) L_(B20) II-1749. L_(A57) L_(B20) II-1750. L_(A58) L_(B20) II-1751. L_(A59) L_(B20) II-1752. L_(A60) L_(B20) II-1753. L_(A61) L_(B20) II-1754. L_(A62) L_(B20) II-1755. L_(A63) L_(B20) II-1756. L_(A64) L_(B20) II-1757. L_(A65) L_(B20) II-1758. L_(A66) L_(B20) II-1759. L_(A67) L_(B20) II-1760. L_(A68) L_(B20) II-1761. L_(A69) L_(B20) II-1762. L_(A2) L_(B21) II-1763. L_(A3) L_(B21) II-1764. L_(A4) L_(B21) II-1765. L_(A5) L_(B21) II-1766. L_(A6) L_(B21) II-1767. L_(A7) L_(B21) II-1768. L_(A8) L_(B21) II-1769. L_(A9) L_(B21) II-1770. L_(A10) L_(B21) II-1771. L_(A11) L_(B21) II-1772. L_(A12) L_(B21) II-1773. L_(A13) L_(B21) II-1774. L_(A14) L_(B21) II-1775. L_(A15) L_(B21) II-1776. L_(A16) L_(B21) II-1777. L_(A17) L_(B21) II-1778. L_(A18) L_(B21) II-1779. L_(A20) L_(B21) II-1780. L_(A21) L_(B21) II-1781. L_(A22) L_(B21) II-1782. L_(A23) L_(B21) II-1783. L_(A24) L_(B21) II-1784. L_(A25) L_(B21) II-1785. L_(A26) L_(B21) II-1786. L_(A27) L_(B21) II-1787. L_(A28) L_(B21) II-1788. L_(A29) L_(B21) II-1789. L_(A30) L_(B21) II-1790. L_(A31) L_(B21) II-1791. L_(A32) L_(B21) II-1792. L_(A33) L_(B21) II-1793. L_(A34) L_(B21) II-1794. L_(A35) L_(B21) II-1795. L_(A36) L_(B21) II-1796. L_(A37) L_(B21) II-1797. L_(A38) L_(B21) II-1798. L_(A39) L_(B21) II-1799. L_(A40) L_(B21) II-1800. L_(A41) L_(B21) II-1801. L_(A42) L_(B21) II-1802. L_(A43) L_(B21) II-1803. L_(A44) L_(B21) II-1804. L_(A45) L_(B21) II-1805. L_(A46) L_(B21) II-1806. L_(A47) L_(B21) II-1807. L_(A48) L_(B21) II-1808. L_(A49) L_(B21) II-1809. L_(A50) L_(B21) II-1810. L_(A51) L_(B21) II-1811. L_(A52) L_(B21) II-1812. L_(A53) L_(B21) II-1813. L_(A54) L_(B21) II-1814. L_(A55) L_(B21) II-1815. L_(A56) L_(B21) II-1816. L_(A57) L_(B21) II-1817. L_(A58) L_(B21) II-1818. L_(A59) L_(B21) II-1819. L_(A60) L_(B21) II-1820. L_(A61) L_(B21) II-1821. L_(A62) L_(B21) II-1822. L_(A63) L_(B21) II-1823. L_(A64) L_(B21) II-1824. L_(A65) L_(B21) II-1825. L_(A66) L_(B21) II-1826. L_(A67) L_(B21) II-1827. L_(A68) L_(B21) II-1828. L_(A69) L_(B21) II-1829. L_(A2) L_(B22) II-1830. L_(A3) L_(B22) II-1831. L_(A4) L_(B22) II-1832. L_(A5) L_(B22) II-1833. L_(A6) L_(B22) II-1834. L_(A7) L_(B22) II-1835. L_(A8) L_(B22) II-1836. L_(A9) L_(B22) II-1837. L_(A10) L_(B22) II-1838. L_(A11) L_(B22) II-1839. L_(A12) L_(B22) II-1840. L_(A13) L_(B22) II-1841. L_(A14) L_(B22) II-1842. L_(A15) L_(B22) II-1843. L_(A16) L_(B22) II-1844. L_(A17) L_(B22) II-1845. L_(A18) L_(B22) II-1846. L_(A20) L_(B22) II-1847. L_(A21) L_(B22) II-1848. L_(A22) L_(B22) II-1387. L_(A23) L_(B22) II-1388. L_(A24) L_(B22) II-1389. L_(A25) L_(B22) II-1390. L_(A26) L_(B22) II-1391. L_(A27) L_(B22) II-1392. L_(A28) L_(B22) II-1393. L_(A29) L_(B22) II-1394. L_(A30) L_(B22) II-1395. L_(A31) L_(B22) II-1396. L_(A32) L_(B22) II-1397. L_(A33) L_(B22) II-1398. L_(A34) L_(B22) II-1399. L_(A35) L_(B22) II-1400. L_(A36) L_(B22) II-1401. L_(A37) L_(B22) II-1402. L_(A38) L_(B22) II-1403. L_(A39) L_(B22) II-1404. L_(A40) L_(B22) II-1405. L_(A41) L_(B22) II-1406. L_(A42) L_(B22) II-1407. L_(A43) L_(B22) II-1408. L_(A44) L_(B22) II-1409. L_(A45) L_(B22) II-1410. L_(A46) L_(B22) II-1411. L_(A47) L_(B22) II-1412. L_(A48) L_(B22) II-1413. L_(A49) L_(B22) II-1414. L_(A50) L_(B22) II-1415. L_(A51) L_(B22) II-1416. L_(A52) L_(B22) II-1417. L_(A53) L_(B22) II-1418. L_(A54) L_(B22) II-1419. L_(A55) L_(B22) II-1420. L_(A56) L_(B22) II-1421. L_(A57) L_(B22) II-1422. L_(A58) L_(B22) II-1423. L_(A59) L_(B22) II-1424. L_(A60) L_(B22) II-1425. L_(A61) L_(B22) II-1426. L_(A62) L_(B22) II-1427. L_(A63) L_(B22) II-1428. L_(A64) L_(B22) II-1429. L_(A65) L_(B22) II-1430. L_(A66) L_(B22) II-1431. L_(A67) L_(B22) II-1432. L_(A68) L_(B22) II-1433. L_(A69) L_(B22) II-1434. L_(A1) L_(B23) II-1435. L_(A2) L_(B23) II-1436. L_(A3) L_(B23) II-1437. L_(A4) L_(B23) II-1438. L_(A5) L_(B23) II-1439. L_(A6) L_(B23) II-1440. L_(A7) L_(B23) II-1441. L_(A8) L_(B23) II-1442. L_(A9) L_(B23) II-1443. L_(A10) L_(B23) II-1444. L_(A11) L_(B23) II-1445. L_(A12) L_(B23) II-1446. L_(A13) L_(B23) II-1447. L_(A14) L_(B23) II-1448. L_(A15) L_(B23) II-1449. L_(A16) L_(B23) II-1450. L_(A17) L_(B23) II-1451. L_(A18) L_(B23) II-1452. L_(A19) L_(B23) II-1453. L_(A20) L_(B23) II-1454. L_(A21) L_(B23) II-1455. L_(A22) L_(B23) II-1456. L_(A23) L_(B23) II-1457. L_(A24) L_(B23) II-1458. L_(A25) L_(B23) II-1459. L_(A26) L_(B23) II-1460. L_(A27) L_(B23) II-1461. L_(A28) L_(B23) II-1462. L_(A29) L_(B23) II-1463. L_(A30) L_(B23) II-1464. L_(A31) L_(B23) II-1465. L_(A32) L_(B23) II-1466. L_(A33) L_(B23) II-1467. L_(A34) L_(B23) II-1468. L_(A35) L_(B23) II-1469. L_(A36) L_(B23) II-1470. L_(A37) L_(B23) II-1471. L_(A38) L_(B23) II-1472. L_(A39) L_(B23) II-1473. L_(A40) L_(B23) II-1474. L_(A41) L_(B23) II-1475. L_(A42) L_(B23) II-1476. L_(A43) L_(B23) II-1477. L_(A44) L_(B23) II-1478. L_(A45) L_(B23) II-1479. L_(A46) L_(B23) II-1480. L_(A47) L_(B23) II-1481. L_(A48) L_(B23) II-1482. L_(A49) L_(B23) II-1483. L_(A50) L_(B23) II-1484. L_(A51) L_(B23) II-1485. L_(A52) L_(B23) II-1486. L_(A53) L_(B23) II-1487. L_(A54) L_(B23) II-1488. L_(A55) L_(B23) II-1489. L_(A56) L_(B23) II-1490. L_(A57) L_(B23) II-1491. L_(A58) L_(B23) II-1492. L_(A59) L_(B23) II-1493. L_(A60) L_(B23) II-1494. L_(A61) L_(B23) II-1495. L_(A62) L_(B23) II-1496. L_(A63) L_(B23) II-1497. L_(A64) L_(B23) II-1498. L_(A65) L_(B23) II-1499. L_(A66) L_(B23) II-1500. L_(A67) L_(B23) II-1501. L_(A68) L_(B23) II-1502. L_(A69) L_(B23) II-1503. L_(A1) L_(B24) II-1504. L_(A2) L_(B24) II-1505. L_(A3) L_(B24) II-1506. L_(A4) L_(B24) II-1507. L_(A5) L_(B24) II-1508. L_(A6) L_(B24) II-1509. L_(A7) L_(B24) II-1510. L_(A8) L_(B24) II-1511. L_(A9) L_(B24) II-1512. L_(A10) L_(B24) II-1513. L_(A11) L_(B24) II-1514. L_(A12) L_(B24) II-1515. L_(A13) L_(B24) II-1516. L_(A14) L_(B24) II-1517. L_(A15) L_(B24) II-1518. L_(A16) L_(B24) II-1519. L_(A17) L_(B24) II-1520. L_(A18) L_(B24) II-1521. L_(A19) L_(B24) II-1522. L_(A20) L_(B24) II-1523. L_(A21) L_(B24) II-1524. L_(A22) L_(B24) II-1525. L_(A23) L_(B24) II-1526. L_(A24) L_(B24) II-1527. L_(A25) L_(B24) II-1528. L_(A26) L_(B24) II-1529. L_(A27) L_(B24) II-1530. L_(A28) L_(B24) II-1531. L_(A29) L_(B24) II-1532. L_(A30) L_(B24) II-1533. L_(A31) L_(B24) II-1534. L_(A32) L_(B24) II-1535. L_(A33) L_(B24) II-1536. L_(A34) L_(B24) II-1537. L_(A35) L_(B24) II-1538. L_(A36) L_(B24) II-1539. L_(A37) L_(B24) II-1540. L_(A38) L_(B24) II-1541. L_(A39) L_(B24) II-1542. L_(A40) L_(B24) II-1543. L_(A41) L_(B24) II-1544. L_(A42) L_(B24) II-1545. L_(A43) L_(B24) II-1546. L_(A44) L_(B24) II-1547. L_(A45) L_(B24) II-1548. L_(A46) L_(B24) II-1549. L_(A47) L_(B24) II-1550. L_(A48) L_(B24) II-1551. L_(A49) L_(B24) II-1552. L_(A50) L_(B24) II-1553. L_(A51) L_(B24) II-1554. L_(A52) L_(B24) II-1555. L_(A53) L_(B24) II-1556. L_(A54) L_(B24) II-1557. L_(A55) L_(B24) II-1558. L_(A56) L_(B24) II-1559. L_(A57) L_(B24) II-1560. L_(A58) L_(B24) II-1561. L_(A59) L_(B24) II-1562. L_(A60) L_(B24) II-1563. L_(A61) L_(B24) II-1564. L_(A62) L_(B24) II-1565. L_(A63) L_(B24) II-1566. L_(A64) L_(B24) II-1567. L_(A65) L_(B24) II-1568. L_(A66) L_(B24) II-1569. L_(A67) L_(B24) II-1570. L_(A68) L_(B24) II-1571. L_(A69) L_(B24) II-1572. L_(A1) L_(B25) II-1573. L_(A2) L_(B25) II-1574. L_(A3) L_(B25) II-1575. L_(A4) L_(B25) II-1576. L_(A5) L_(B25) II-1577. L_(A6) L_(B25) II-1578. L_(A7) L_(B25) II-1579. L_(A8) L_(B25) II-1580. L_(A9) L_(B25) II-1581. L_(A10) L_(B25) II-1582. L_(A11) L_(B25) II-1583. L_(A12) L_(B25) II-1584. L_(A13) L_(B25) II-1585. L_(A14) L_(B25) II-1586. L_(A15) L_(B25) II-1587. L_(A16) L_(B25) II-1588. L_(A17) L_(B25) II-1589. L_(A18) L_(B25) II-1590. L_(A19) L_(B25) II-1591. L_(A20) L_(B25) II-1592. L_(A21) L_(B25) II-1593. L_(A22) L_(B25) II-1594. L_(A23) L_(B25) II-1595. L_(A24) L_(B25) II-1596. L_(A25) L_(B25) II-1597. L_(A26) L_(B25) II-1598. L_(A27) L_(B25) II-1599. L_(A28) L_(B25) II-1600. L_(A29) L_(B25) II-1601. L_(A30) L_(B25) II-1602. L_(A31) L_(B25) II-1603. L_(A32) L_(B25) II-1604. L_(A33) L_(B25) II-1605. L_(A34) L_(B25) II-1606. L_(A35) L_(B25) II-1607. L_(A36) L_(B25) II-1608. L_(A37) L_(B25) II-1609. L_(A38) L_(B25) II-1610. L_(A39) L_(B25) II-1611. L_(A40) L_(B25) II-1612. L_(A41) L_(B25) II-1613. L_(A42) L_(B25) II-1614. L_(A43) L_(B25) II-1615. L_(A44) L_(B25) II-1616. L_(A45) L_(B25) II-1617. L_(A46) L_(B25) II-1618. L_(A47) L_(B25) II-1619. L_(A48) L_(B25) II-1620. L_(A49) L_(B25) II-1621. L_(A50) L_(B25) II-1622. L_(A51) L_(B25) II-1623. L_(A52) L_(B25) II-1624. L_(A53) L_(B25) II-1625. L_(A54) L_(B25) II-1626. L_(A55) L_(B25) II-1627. L_(A56) L_(B25) II-1628. L_(A57) L_(B25) II-1629. L_(A58) L_(B25) II-1630. L_(A59) L_(B25) II-1631. L_(A60) L_(B25) II-1632. L_(A61) L_(B25) II-1633. L_(A62) L_(B25) II-1634. L_(A63) L_(B25) II-1635. L_(A64) L_(B25) II-1636. L_(A65) L_(B25) II-1637. L_(A66) L_(B25) II-1638. L_(A67) L_(B25) II-1639. L_(A68) L_(B25) II-1640. L_(A69) L_(B25) II-1641. L_(A1) L_(B26) II-1642. L_(A2) L_(B26) II-1643. L_(A3) L_(B26) II-1644. L_(A4) L_(B26) II-1645. L_(A5) L_(B26) II-1646 L_(A6) L_(B26) II-1647. L_(A7) L_(B26) II-1648. L_(A8) L_(B26) II-1649. L_(A9) L_(B26) II-1650. L_(A10) L_(B26) II-1651. L_(A11) L_(B26) II-1652. L_(A12) L_(B26) II-1653. L_(A13) L_(B26) II-1654. L_(A14) L_(B26) II-1655. L_(A15) L_(B26) II-1656. L_(A16) L_(B26) II-1657. L_(A17) L_(B26) II-1658. L_(A18) L_(B26) II-1659. L_(A19) L_(B26) II-1660. L_(A20) L_(B26) II-1661. L_(A21) L_(B26) II-1662. L_(A22) L_(B26) II-1663. L_(A23) L_(B26) II-1664. L_(A24) L_(B26) II-1665. L_(A25) L_(B26) II-1666. L_(A26) L_(B26) II-1667. L_(A27) L_(B26) II-1668. L_(A28) L_(B26) II-1669. L_(A29) L_(B26) II-1670. L_(A30) L_(B26) II-1671. L_(A31) L_(B26) II-1672. L_(A32) L_(B26) II-1673. L_(A33) L_(B26) II-1674. L_(A34) L_(B26) II-1675. L_(A35) L_(B26) II-1676. L_(A36) L_(B26) II-1677. L_(A37) L_(B26) II-1678. L_(A38) L_(B26) II-1679. L_(A39) L_(B26) II-1680. L_(A40) L_(B26) II-1681. L_(A41) L_(B26) II-1682. L_(A42) L_(B26) II-1683. L_(A43) L_(B26) II-1684. L_(A44) L_(B26) II-1685. L_(A45) L_(B26) II-1686. L_(A46) L_(B26) II-1687. L_(A47) L_(B26) II-1688. L_(A48) L_(B26) II-1689. L_(A49) L_(B26) II-1690. L_(A50) L_(B26) II-1691. L_(A51) L_(B26) II-1692. L_(A52) L_(B26) II-1693. L_(A53) L_(B26) II-1694. L_(A54) L_(B26) II-1695. L_(A55) L_(B26) II-1696. L_(A56) L_(B26) II-1697. L_(A57) L_(B26) II-1698. L_(A58) L_(B26) II-1699. L_(A59) L_(B26) II-1700. L_(A60) L_(B26) II-1701. L_(A61) L_(B26) II-1702. L_(A62) L_(B26) II-1703. L_(A63) L_(B26) II-1704. L_(A64) L_(B26) II-1705. L_(A65) L_(B26) II-1706. L_(A66) L_(B26) II-1707. L_(A67) L_(B26) II-1708. L_(A68) L_(B26) II-1709. L_(A69) L_(B26) II-1710. L_(A1) L_(B27) II-1711. L_(A2) L_(B27) II-1712. L_(A3) L_(B27) II-1713. L_(A4) L_(B27) II-1714. L_(A5) L_(B27) II-1715. L_(A6) L_(B27) II-1716. L_(A7) L_(B27) II-1717. L_(A8) L_(B27) II-1718. L_(A9) L_(B27) II-1719. L_(A10) L_(B27) II-1720. L_(A11) L_(B27) II-1721. L_(A12) L_(B27) II-1722. L_(A13) L_(B27) II-1723. L_(A14) L_(B27) II-1724. L_(A15) L_(B27) II-1725. L_(A16) L_(B27) II-1726. L_(A17) L_(B27) II-1727. L_(A18) L_(B27) II-1728. L_(A19) L_(B27) II-1729. L_(A20) L_(B27) II-1730. L_(A21) L_(B27) II-1731. L_(A22) L_(B27) II-1732. L_(A23) L_(B27) II-1733. L_(A24) L_(B27) II-1734. L_(A25) L_(B27) II-1735. L_(A26) L_(B27) II-1736. L_(A27) L_(B27) II-1737. L_(A28) L_(B27) II-1738. L_(A29) L_(B27) II-1739. L_(A30) L_(B27) II-1740. L_(A31) L_(B27) II-1741. L_(A32) L_(B27) II-1742. L_(A33) L_(B27) II-1743. L_(A34) L_(B27) II-1744. L_(A35) L_(B27) II-1745. L_(A36) L_(B27) II-1746. L_(A37) L_(B27) II-1747. L_(A38) L_(B27) II-1748. L_(A39) L_(B27) II-1749. L_(A40) L_(B27) II-1750. L_(A41) L_(B27) II-1751. L_(A42) L_(B27) II-1752. L_(A43) L_(B27) II-1753. L_(A44) L_(B27) II-1754. L_(A45) L_(B27) II-1755. L_(A46) L_(B27) II-1756. L_(A47) L_(B27) II-1757. L_(A48) L_(B27) II-1758. L_(A49) L_(B27) II-1759. L_(A50) L_(B27) II-1760. L_(A51) L_(B27) II-1761. L_(A52) L_(B27) II-1762. L_(A53) L_(B27) II-1763. L_(A54) L_(B27) II-1764. L_(A55) L_(B27) II-1765. L_(A56) L_(B27) II-1766. L_(A57) L_(B27) II-1767. L_(A58) L_(B27) II-1768. L_(A59) L_(B27) II-1769. L_(A60) L_(B27) II-1770. L_(A61) L_(B27) II-1771. L_(A62) L_(B27) II-1772. L_(A63) L_(B27) II-1773. L_(A64) L_(B27) II-1774. L_(A65) L_(B27) II-1775. L_(A66) L_(B27) II-1776. L_(A67) L_(B27) II-1777. L_(A68) L_(B27) II-1778. L_(A69) L_(B27) II-1779. L_(A1) L_(B28) II-1780. L_(A2) L_(B28) II-1781. L_(A3) L_(B28) II-1782. L_(A4) L_(B28) II-1783. L_(A5) L_(B28) II-1784. L_(A6) L_(B28) II-1785. L_(A7) L_(B28) II-1786. L_(A8) L_(B28) II-1787. L_(A9) L_(B28) II-1788. L_(A10) L_(B28) II-1789. L_(A11) L_(B28) II-1790. L_(A12) L_(B28) II-1791. L_(A13) L_(B28) II-1792. L_(A14) L_(B28) II-1793. L_(A15) L_(B28) II-1794. L_(A16) L_(B28) II-1795. L_(A17) L_(B28) II-1796. L_(A18) L_(B28) II-1797. L_(A19) L_(B28) II-1798. L_(A20) L_(B28) II-1799. L_(A21) L_(B28) II-1800. L_(A22) L_(B28) II-1801. L_(A23) L_(B28) II-1802. L_(A24) L_(B28) II-1803. L_(A25) L_(B28) II-1804. L_(A26) L_(B28) II-1805. L_(A27) L_(B28) II-1806. L_(A28) L_(B28) II-1807. L_(A29) L_(B28) II-1808. L_(A30) L_(B28) II-1809. L_(A31) L_(B28) II-1810. L_(A32) L_(B28) II-1811. L_(A33) L_(B28) II-1812. L_(A34) L_(B28) II-1813. L_(A35) L_(B28) II-1814. L_(A36) L_(B28) II-1815. L_(A37) L_(B28) II-1816. L_(A38) L_(B28) II-1817. L_(A39) L_(B28) II-1818. L_(A40) L_(B28) II-1819. L_(A41) L_(B28) II-1820. L_(A42) L_(B28) II-1821. L_(A43) L_(B28) II-1822. L_(A44) L_(B28) II-1823. L_(A45) L_(B28) II-1824. L_(A46) L_(B28) II-1825. L_(A47) L_(B28) II-1826. L_(A48) L_(B28) II-1827. L_(A49) L_(B28) II-1828. L_(A50) L_(B28) II-1829. L_(A51) L_(B28) II-1830. L_(A52) L_(B28) II-1831. L_(A53) L_(B28) II-1832. L_(A54) L_(B28) II-1833. L_(A55) L_(B28) II-1834. L_(A56) L_(B28) II-1835. L_(A57) L_(B28) II-1836. L_(A58) L_(B28) II-1837. L_(A59) L_(B28) II-1838. L_(A60) L_(B28) II-1839. L_(A61) L_(B28) II-1840. L_(A62) L_(B28) II-1841. L_(A63) L_(B28) II-1842. L_(A64) L_(B28) II-1843. L_(A65) L_(B28) II-1844. L_(A66) L_(B28) II-1845. L_(A67) L_(B28) II-1846. L_(A68) L_(B28) II-1847. L_(A69) L_(B28),

In one preferred embodiment, the heteroleptic iridium complex is selected from the group of compounds that have one or more deuterated ligands. The group consists of Compound II-11 through Compound II-43, Compound II-64 through Compound II-96, Compound II-130 through Compound II-163, Compound II-197 through Compound II-230, Compound II-263 through Compound II-296, Compound II-330 through Compound II-363, Compound II-397 through Compound II-430, Compound II-464 through Compound II-1031, Compound II-1065 through Compound II-1098, Compound II-1132 through Compound II-1165, Compound II-1199 through Compound II-1232, Compound II-1266 through Compound II-1299, Compound II-1333 through Compound II-1366, Compound II-1400 through Compound II-1846, and Compound II-1847.

In a more preferred embodiment, the heteroleptic iridium complex is selected from the group of compounds having one or more deuterated ligands, wherein the group consisting of Compound II-11, Compound II-12, Compound II-13, Compound II-16, Compound II-17, Compound II-18, Compound II-19, Compound II-27, Compound II-28, Compound II-29, Compound II-30, Compound II-33, Compound II-34, Compound II-35, Compound II-36, Compound II-263, Compound II-264, Compound II-265, Compound II-266, Compound II-269, Compound II-270, Compound II-271, Compound II-272, Compound II-280, Compound II-281, Compound II-282, Compound II-283, Compound II-286, Compound II-287, Compound II-288, Compound II-289, Compound II-529, Compound II-530, Compound II-531, Compound II-534, Compound II-535, Compound II-536, Compound II-537, Compound II-545, Compound II-546, Compound II-547, Compound II-550, Compound II-551, Compound II-552, Compound II-553, Compound II-730, Compound II-731, Compound II-732, Compound II-735, Compound II-736, Compound II-737, Compound II-738, Compound II-746, Compound II-747, Compound II-748, Compound II-751, Compound II-752, Compound II-753, Compound II-754, Compound II-1132, Compound II-1133, Compound II-1134, Compound II-1135, Compound II-1138, Compound II-1139, Compound II-1140, Compound II-1141, Compound II-1149, Compound II-1150, Compound II-1151, Compound II-1152, Compound II-1155, Compound II-1156, Compound II-1157, Compound II-1158, Compound II-1469, Compound II-1470, Compound II-1471, Compound II-1472, Compound II-1475, Compound II-1476, Compound II-1477, Compound II-1478, Compound II-1486, Compound II-1487, Compound II-1488, Compound II-1489, Compound II-1492, Compound II-1493, Compound II-1494, Compound II-1495, Compound II-1538, Compound II-1539, Compound II-1540, Compound II-1541, Compound II-1544, Compound II-1545, Compound II-1546, Compound II-1547, Compound II-1555, Compound II-1556, Compound II-1557, Compound II-1558, Compound II-1561, Compound II-1562, Compound II-1563, Compound II-1564, Compound II-1676, Compound II-1677, Compound II-1678, Compound II-1679, Compound II-1682, Compound II-1683, Compound II-1684, Compound II-1685, Compound II-1693, Compound II-1694, Compound II-1695, Compound II-1696, Compound II-1699, Compound II-1700, Compound II-1701, and Compound II-1702.

In one aspect, a formulation comprising the compound of the present invention is disclosed. The forumlation comprises a heteroleptic iridium complex having the formula IrL_(A)(L_(B))₂, wherein L_(A) is selected from the group consisting of ligands L_(A1) through L_(A69), L_(B) is selected from the group consisting of ligands L_(B1) through L_(B28), and the heteroleptic iridium complex is selected from the group consisting of Compound II-1 through Compound II-1847 as defined herein.

In one aspect, a first device is provided. The first device comprises a first organic light emitting device, and contains an anode, a cathode, and an organic layer, disposed between the anode and the cathode. The organic layer comprises a heteroleptic iridium complex having the formula IrL_(A)(L_(B))₂, wherein L_(A) is selected from the group consisting of the ligands L_(A1) through L_(A69) defined herein, L_(B) is selected from the group consisting of the ligands L_(B1) through L_(B28), and the heteroleptic iridium complex is selected from the group consisting of Compound II-1 through Compound II-1846, and Compound II-1847 as defined herein.

In one preferred embodiment, the heteroleptic iridium complex in the organic layer of the first device is selected from a group of compounds having one or more deuterated ligands. Such group consists of Compound II-11 through Compound II-43, Compound II-64 through Compound II-96, Compound II-130 through Compound II-163, Compound II-197 through Compound II-230, Compound II-263 through Compound II-296, Compound II-330 through Compound II-363, Compound II-397 through Compound II-430, Compound II-464 through Compound II-1031, Compound II-1065 through Compound II-1098, Compound II-1132 through Compound II-1165, Compound II-1199 through Compound II-1232, Compound II-1266 through Compound II-1299, Compound II-1333 through Compound II-1366, Compound II-1400 through Compound II-1846, and Compound II-1847, as defined herein.

In one embodiment, the organic layer is an emissive layer and the compound is an emissive dopant. In another embodiment, the organic layer is an emissive layer and the compound is a non-emissive dopant.

In another embodiment, the organic layer further comprises a host. In one embodiment, the host comprises a triphenylene containing benzo-fused thiophene or benzo-fused furan, wherein any substituent in the host is an unfused substituent independently selected from the group consisting of C_(n)H_(2n+1), OC_(n)H_(2n−1), OAr₁, N(C_(n)H_(2n+1))₂, N(Ar₁)(Ar₂), CH═CH—C_(n)H_(2n+1), C≡CHC_(n)H_(2n+1), Ar₁, Ar₁—Ar₂, C_(n)H_(2n−)Ar₁, or no substitution. Ar₁ and Ar₂ are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof, and n is from 1 to 10. In one embodiment, the host has the formula:

In one embodiment, the host is a metal complex. Any of the metal complexes described herein are suitable hosts.

OLEDs that incorporate compounds of Formula I have broad yellow emission profiles, as well as high quantum efficiencies and long commercial lifetimes. A device capable of broad yellow emission is particularly desirable in white illumination sources.

The quality of white illumination sources can be fully described by a simple set of parameters. The color of the light source is given by its CIE chromaticity coordinates x and y (1931 2-degree standard observer CIE chromaticity). The CIE coordinates are typically represented on a two dimensional plot. Monochromatic colors fall on the perimeter of the horseshoe shaped curve starting with blue in the lower left, running through the colors of the spectrum in a clockwise direction to red in the lower right. The CIE coordinates of a light source of given energy and spectral shape will fall within the area of the curve. Summing light at all wavelengths uniformly gives the white or neutral point, found at the center of the diagram (CIE x,y-coordinates, 0.33, 0.33). Mixing light from two or more sources gives light whose color is represented by the intensity weighted average of the CIE coordinates of the independent sources.

Thus, mixing light from two or more sources can be used to generate white light.

When considering the use of these white light sources for illumination, the CIE color rendering index (CRI) may be considered in addition to the CIE coordinates of the source. The CRI gives an indication of how well the light source will render colors of objects it illuminates. A perfect match of a given source to the standard illuminant gives a CRI of 100. Though a CRI value of at least 70 may be acceptable for certain applications, a preferred white light source may have a CRI of about 80 or higher.

The compounds of Formula I have yellow emission profiles with significant red and green components. The addition of a blue emitter, i.e. an emitter with a peak wavelength of between 400 to 500 nanometers, together with appropriate filters on OLEDs incorporating the compound of Formula I allows for the reproduction of the RGB spectrum. In some embodiments, OLEDs that incorporate compounds of Formula I are used for color displays (or lighting applications) using only two types of emissive compounds: a yellow emitter of Formula I and a blue emitter. A color display using only two emissive compounds: a broad yellow emitter of Formula I and a blue emitter, may employ a color filter to selectively pass the red, green, and blue color components of a display. The red and green components can both come from a broad yellow emitter of Formula I.

In one embodiment, the first device is a consumer product. In another embodiment, the first device is an organic light-emitting device. In another aspect, the first device comprises a lighting panel.

In one embodiment, the first device further comprises a second emissive dopant having a peak wavelength of between 400 to 500 nanometers. In one embodiment, the second emissive dopant is a fluorescent emitter. In another embodiment, the second emissive dopant is a phosphorescent emitter.

In one embodiment, the first device further comprises a first organic light-emitting device comprising a compound of Formula I and a second light emitting device separate from the first organic light-emitting device comprising an emissive dopant having a peak wavelength of between 400 to 500 nanometers. The first and second light-emitting devices can be placed in any suitable spatial arrangement, depending on the needs of the desired display or lighting application.

In another embodiment, the first device comprises an organic-light emitting device having a first emissive layer comprising a compound of Formula I and a second emissive layer comprising an emissive dopant having a peak wavelength of between 400 to 500 nanometers. The first emissive layer and the second emissive layer may have one or more other layers in between them.

Device Examples

All device examples were fabricated by high vacuum (<10⁻⁷ Torr) thermal evaporation (VTE). The anode electrode is 800 Å of indium tin oxide (ITO). The cathode consisted of 10 Å of LiF followed by 1000 Å of Al. All devices were encapsulated with a glass lid sealed with an epoxy resin in a nitrogen glove box (<1 ppm of H₂O and O₂) immediately after fabrication, and a moisture getter was incorporated inside the package.

The organic stack of the device examples consisted of sequentially, from the ITO surface, 100 Å of Compound A as the hole injection layer (HIL), 300 Å of 4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl(alpha-NPD) as the hole transporting layer (HTL), 300 Å of 7-15 wt % of a compound of Formula I doped in with Compound H (as host) as the emissive layer (EML), 50 Å or 100 Å of Compound H as blocking layer (BL), 450 Å or 500 of Å Alq (tris-8-hydroxyquinoline aluminum) as the electron transport layer (ETL). The comparative example used 8 weight percent of Compound X in the EML. The device results and data are summarized in Table 1 and Table 2 from those devices. As used herein, NPD, Alq, Compound A, Compound H, and Compound X have the following structures:

TABLE 2 VTE Phosphorescent OLEDs Example HIL HTL EML (300 Å, doping %) BL ETL Comparative Compound A NPD 300 Å Compound Compound X Compound H Alq 450 Å Example 1 100 Å H  8% 50 Å Example 1 Compound A NPD 300 Å Compound Compound 3 Compound H Alq 450 Å 100 Å H 12% 50 Å Example 2 Compound A NPD 300 Å Compound Compound 4 Compound H Alq 450 Å 100 Å H 12% 50 Å Example 3 Compound A NPD 300 Å Compound Compound 5 Compound H Alq 450 Å 100 Å H 10% 50 Å Example 4 Compound A NPD 300 Å Compound Compound 6 Compound H Alq 450 Å 100 Å H  7% 50 Å Example 5 Compound A NPD 300 Å Compound Compound 7 Compound H Alq 500 Å 100 Å H 10% 50 Å Example 6 Compound A NPD 300 Å Compound Compound 8 Compound H Alq 450 Å 100 Å H  7% 50 Å

TABLE 3 VTE Device Data FWHM Voltage LE EQE PE LT80% Example x y λ_(max) (nm) (V) (Cd/A) (%) (lm/W) (h) Comparative 0435 0550 556 84 59 583 173 313 510 Example 1 Example 1 0458 0532 562 82 50 668 205 422 900 Example 2 0460 0530 562 82 51 616 190 382 1250 Example 3 0428 0556 552 84 56 772 226 430 630 Example 4 0461 0528 566 86 62 615 193 310 540 Example 5 0485 0508 570 84 50 646 212 404 4300 Example 6 0462 0528 564 82 57 524 162 289 830

The device data show that compounds of Formula I are effective yellow emitters with broad line shape (desirable for use in white light devices), with high efficiency and commercially useful lifetimes. Devices made with compounds of Formula I (Examples 1-6) generally show higher luminous efficiencies (LE), external quantum efficiencies (EQE) and power efficiencies (PE) than the Comparative Example. Without being bound by theory, it is believed that the alkyl substitutions reduce the aggregation of the dopant in the device, change the charge transport properties, and lead to higher efficiencies versus the Comparative Example, which lacks alkyl groups. Additionally, Compounds 3-5, Compound 7, and Compound 8 all show lower turn-on voltages in the device than Comparative Compound X. Finally, the compounds of Formula I in Examples 1-6 show longer device lifetimes than the Comparative Example. For example, Compound 4 and Compound 7 had device lifetimes about 2.5 and 8 fold higher, respectively, than Comparative Compound X.

Combination with other Materials

The materials described herein as useful for a particular layer in an organic light emitting device may be used in combination with a wide variety of other materials present in the device. For example, emissive dopants disclosed herein may be used in conjunction with a wide variety of hosts, transport layers, blocking layers, injection layers, electrodes and other layers that may be present. The materials described or referred to below are non-limiting examples of materials that may be useful in combination with the compounds disclosed herein, and one of skill in the art can readily consult the literature to identify other materials that may be useful in combination.

HIL/HTL:

A hole injecting/transporting material to be used in the present invention is not particularly limited, and any compound may be used as long as the compound is typically used as a hole injecting/transporting material. Examples of the material include, but not limit to: a phthalocyanine or porphryin derivative; an aromatic amine derivative; an indolocarbazole derivative; a polymer containing fluorohydrocarbon; a polymer with conductivity dopants; a conducting polymer, such as PEDOT/PSS; a self-assembly monomer derived from compounds such as phosphonic acid and sliane derivatives; a metal oxide derivative, such as MoO_(x); a p-type semiconducting organic compound, such as 1,4,5,8,9,12-Hexaazatriphenylenehexacarbonitrile; a metal complex, and a cross-linkable compounds.

Examples of aromatic amine derivatives used in HIL or HTL include, but not limit to the following general structures:

Each of Ar¹ to Ar⁹ is selected from the group consisting aromatic hydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, azulene; group consisting aromatic heterocyclic compounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine; and group consisting 2 to 10 cyclic structural units which are groups of the same type or different types selected from the aromatic hydrocarbon cyclic group and the aromatic heterocyclic group and are bonded to each other directly or via at least one of oxygen atom, nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom, chain structural unit and the aliphatic cyclic group. Wherein each Ar is further substituted by a substituent selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

In one aspect, Ar¹ to Ar⁹ is independently selected from the group consisting of:

k is an integer from 1 to 20; X¹ to X⁸ is C (including CH) or N; Ar¹ has the same group defined above.

Examples of metal complexes used in HIL or HTL include, but not limit to the following general formula:

M is a metal, having an atomic weight greater than 40; (Y¹—Y²) is a bidentate ligand, Y¹ and Y² are independently selected from C, N, O, P, and S; L is an ancillary ligand; m is an integer value from 1 to the maximum number of ligands that may be attached to the metal; and m+n is the maximum number of ligands that may be attached to the metal.

In one aspect, (Y¹—Y²) is a 2-phenylpyridine derivative.

In another aspect, (Y¹—Y²) is a carbene ligand.

In another aspect, M is selected from Ir, Pt, Os, and Zn.

In a further aspect, the metal complex has a smallest oxidation potential in solution vs. Fc⁺/Fc couple less than about 0.6 V.

Host:

The light emitting layer of the organic EL device of the present invention preferably contains at least a metal complex as light emitting material, and may contain a host material using the metal complex as a dopant material. Examples of the host material are not particularly limited, and any metal complexes or organic compounds may be used as long as the triplet energy of the host is larger than that of the dopant.

Examples of metal complexes used as host are preferred to have the following general formula:

M is a metal; (Y³—Y⁴) is a bidentate ligand, Y³ and Y⁴ are independently selected from C, N, O, P, and S; L is an ancillary ligand; m is an integer value from 1 to the maximum number of ligands that may be attached to the metal; and m+n is the maximum number of ligands that may be attached to the metal.

In one aspect, the metal complexes are:

(O—N) is a bidentate ligand, having metal coordinated to atoms O and N.

In another aspect, M is selected from Ir and Pt.

In a further aspect, (Y³—Y⁴) is a carbene ligand.

Examples of organic compounds used as host are selected from the group consisting aromatic hydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, azulene; group consisting aromatic heterocyclic compounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine; and group consisting 2 to 10 cyclic structural units which are groups of the same type or different types selected from the aromatic hydrocarbon cyclic group and the aromatic heterocyclic group and are bonded to each other directly or via at least one of oxygen atom, nitrogen atome, sulfur atom, silicon atom, phosphorus atom, boron atom, chain structural unit and the aliphatic cyclic group. Wherein each group is further substituted by a substituent selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

In one aspect, host compound contains at least one of the following groups in the molecule:

R¹ to R⁷ is independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, arylalkyl, heteroalkyl, aryl and heteroaryl, when it is aryl or heteroaryl, it has the similar definition as Ar's mentioned above.

k is an integer from 0 to 20.

X¹ to X⁸ is selected from C (including CH) or N.

HBL:

A hole blocking layer (HBL) may be used to reduce the number of holes and/or excitons that leave the emissive layer. The presence of such a blocking layer in a device may result in substantially higher efficiencies as compared to a similar device lacking a blocking layer. Also, a blocking layer may be used to confine emission to a desired region of an OLED.

In one aspect, compound used in HBL contains the same molecule used as host described above.

In another aspect, compound used in HBL contains at least one of the following groups in the molecule:

k is an integer from 0 to 20; L is an ancillary ligand, m is an integer from 1 to 3.

ETL:

Electron transport layer (ETL) may include a material capable of transporting electrons. Electron transport layer may be intrinsic (undoped), or doped. Doping may be used to enhance conductivity. Examples of the ETL material are not particularly limited, and any metal complexes or organic compounds may be used as long as they are typically used to transport electrons.

In one aspect, compound used in ETL contains at least one of the following groups in the molecule:

R¹ is selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, arylalkyl, heteroalkyl, aryl and heteroaryl, when it is aryl or heteroaryl, it has the similar definition as Ar's mentioned above.

Ar¹ to Ar³ has the similar definition as Ar's mentioned above.

k is an integer from 0 to 20.

X¹ to X⁸ is selected from C (including CH) or N.

In another aspect, the metal complexes used in ETL contains, but not limit to the following general formula:

(O—N) or (N—N) is a bidentate ligand, having metal coordinated to atoms O, N or N, N; L is an ancillary ligand; m is an integer value from 1 to the maximum number of ligands that may be attached to the metal.

In any above-mentioned compounds used in each layer of the OLED device, the hydrogen atoms can be partially or fully deuterated.

In addition to and/or in combination with the materials disclosed herein, many hole injection materials, hole transporting materials, host materials, dopant materials, exiton/hole blocking layer materials, electron transporting and electron injecting materials may be used in an OLED. Non-limiting examples of the materials that may be used in an OLED in combination with materials disclosed herein are listed in Table 3 below. Table 3 lists non-limiting classes of materials, non-limiting examples of compounds for each class, and references that disclose the materials.

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US20090101870 Triazine complexes

US20040036077 Zn (N{circumflex over ( )}N) complexes

U.S. Pat. No. 6,528,187

EXPERIMENTAL

Chemical abbreviations used throughout this document are as follows: Cy is cyclohexyl, dba is dibenzylideneacetone, EtOAc is ethyl acetate, S-Phos is dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-3-yl)phosphine, THF is tetrahydrofuran, DCM is dichloromethane, PPh₃ is triphenylphosphine.

Synthesis of Compound 3

Step 1

Synthesis of 5-Methyl-2-phenylpyridine

In a 1 L round bottom flask was added 2-bromo-5-methylpyridine (30 g, 174 mmol), phenylboronic acid (25.5 g, 209 mmol), dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine (2.86 g, 6.98 mmol) and potassium phosphate tribasic monohydrate (120 g, 523 mmol) with toluene (600 mL) and water (60 mL). The reaction mixture was degassed with N₂ for 20 min. Pd₂(dba)₃ (3.19 g, 3.49 mmol) was added and the reaction mixture was refluxed for 18 h. The reaction mixture was cooled, the aqueous layer was removed and the organic layer was concentrated to dryness to leave a residue. The residue was dissolved in EtOAc:hexane (1:3) and passed through a small silica gel plug and eluted with EtOAc:hexane (1:3). The solvent was removed and the crude product was purified by Kugelrohr at 150° C. to yield 26 g of 5-methyl-2-phenylpyridine, which was obtained as a white solid (HPLC purity: 99.2%). Step 2

Synthesis of Iridium Chloro-Bridged Dimer:

In a 500 mL round bottom flask was added 5-methyl-2-phenylpyridine (12 g, 70.9 mmol) and iridium(III) chloride hydrate (7.14 g, 20.2 mmol) with 2-ethoxyethanol (100 mL) and water (33.3 mL) under a nitrogen atmosphere. The resulting reaction mixture was refluxed at 130° C. for 18 h. The resulting precipitate was filtered and washed with methanol (3-4 times) and hexane (3-4 times). The product obtained was dried to give 11.0 g (96% yield) of the desired product.

Synthesis of Iridium Trifluoromethanesulfonate Salt:

The iridium dimer (11 g, 9.75 mmol), as obtained in Step 2 above, was suspended in 600 mL of dichloromethane. In a separate flask, silver(I) trifluoromethanesulfonate (5.26 g, 20.48 mmol) was dissolved in MeOH (300 mL) and added slowly to the dichloromethane suspension with continuous stirring at room temperature. The reaction mixture was stirred overnight in the dark. The reaction mixture was filtered through a tightly packed Celite® bed and the solvent was removed under vacuum to give 15 g (100% yield) of product as a brownish green solid. The product was used without further purification. Step 3

Synthesis of Compound 3:

A mixture of iridium trifluormethanesulfonate complex (3.0 g, 4.04 mmol), as obtained from Step 2 above, and 2,4-diphenylpyridine (3.11 g, 13.45 mmol) in EtOH (30 mL) and MeOH (30 mL) was refluxed for 20 h under inert atmosphere. The reaction mixture was cooled to room temperature, diluted with ethanol, Celite® was added and the mixture stirred for 10 min. The mixture was filtered on a small silica gel plug on a frit and washed with ethanol (3-4 times) and hexane (3-4 times). The filtrate was discarded. The Celite®/silica plug was then washed with dichloromethane to elute the crude product. The crude product was chromatographed on silica gel with 1/1 (v/v) dichloromethane/hexane and later 4/1 (v/v) dichloromethane/hexane to yield 0.9 g of Compound 3 (28% yield), which was confirmed by HPLC (99.9% pure) and LC/MS.

Synthesis of Compound 4

Step 1

Synthesis of 4-chloro-2-phenylpyridine:

A 1 L round bottom flask was charged with 2,4-dichloropyridine (30 g, 203 mmol), phenylboronic acid (24.7 g, 203 mmol), potassium carbonate (84 g, 608 mmol), Pd(PPh₃)₄ (2.3 g, 2.0 mmol), dimethoxyethane (500 mL) and water (150 mL). The reaction mixture was degassed and heated to reflux for 20 h. After cooling and separation of the layers, the aqueous layer was extracted with EtOAc (2×100 mL). After removal of the solvent, the crude product was subjected to column chromatography (SiO₂, 5% EtOAc in hexane to 10% EtOAc in hexane) to get 34 g (88% yield) of pure product.

Step 2

Synthesis of 2-phenyl-4-(prop-1-en-2yl)pyridine:

4-Chloro-2-phenylpyridine (14.0 g, 73.8 mmol) and potassium phosphate (51.0 g, 221 mmol) were dissolved in 300 mL of toluene and 30 mL of water. The reaction was purged with nitrogen for 20 minutes and then 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (16.65 mL, 89 mmol), Pd₂(dba)₃ (1.35 g, 1.48 mmol) and S-Phos (2.42 g, 5.91 mmol) were added. The reaction was refluxed for 18 h. After cooling, 100 mL of water was added, the layers were separated, and the aqueous layer extracted twice with 100 mL of ethyl acetate. The organic layers were passed through a plug of silica gel, eluting with DCM. After evaporation of the solvent, the crude product was subjected to column chromatography (SiO₂, 5% EtOAc in hexane to 10% EtOAc in hexane) to get 13.5 g of pure product (90% yield). Step 3

Synthesis of 2-phenyl-4-propylpyridine:

2-Phenyl-4-(prop-1-en-2-yl) pyridine (13.5 g, 69.1 mmol) was added to a hydrogenator bottle with EtOH (150 mL). The reaction mixture was degassed by bubbling N₂ for 10 min. Pd/C (0.736 g, 6.91 mmol) and Pt/C (0.674 g, 3.46 mmol) were added. The reaction mixture was placed on a Parr hydrogenator for 2 h (H₂˜84 psi, according to theoretical calculations). The reaction mixture was filtered on a tightly packed Celite® bed and washed with dichloromethane. The solvent was evaporated and GC/MS confirmed complete hydrogenation. The crude product was adsorbed on Celite® for column chromatography. The crude product was chromatographed on silica gel with 10% EtOAc in hexane to yield 10 g (75% yield) of the desired product (HPLC purity: 99.8%). The product was confirmed by GC/MS. Step 4

Synthesis of Iridium Chloro-Bridged Dimer:

To a 500 mL round-bottom flask was added 4-isopropyl-2-phenylpyridine (8.0 g, 40.6 mmol) and iridium(III) chloride hydrate (7.4 g, 20.28 mmol) with 2-ethoxyethanol (90 mL) and water (30 mL) under a nitrogen atmosphere. The resulting reaction mixture was refluxed at 130° C. for 18 h. The resulting precipitate was filtered and washed with methanol (3-4 times) and hexane (3-4 times). The product obtained was dried to give 6.1 g (95% yield) of the desired product. Step 5

Synthesis of Iridium Trifluoromethanesulfonate Salt:

The iridium dimer (6.2 g, 4.94 mmol), obtained as in Step 4 above, was dissolved in 500 mL of dichloromethane. In a separate flask, silver(I) trifluoromethanesulfonate (2.66 g, 10.37 mmol) was dissolved in MeOH (250 mL) and added slowly to the dichloromethane solution with continuous stirring at room temperature. The reaction mixture was stirred overnight in the dark. The reaction mixture was filtered through a tightly packed Celite® bed and the solvent was removed under vacuum to give 7.8 g (100% yield) of product as a brownish green solid. The product was used without further purification. Step 6

Synthesis of Compound 4:

A mixture of iridium trifluormethanesulfonate complex (2.4 g, 3.01 mmol), obtained as in Step 5 above, and 2,4-diphenylpyridine(2.4 g, 10.38 mmol) in EtOH (30 mL) and MeOH (30 mL) was refluxed for 20 h under N₂ atmosphere. The reaction mixture was cooled to room temperature, diluted with ethanol, Celite® was added, and the mixture was stirred for 10 min. The mixture was filtered on a small silica gel plug and washed with ethanol (3-4 times) and with hexane (3-4 times). The filtrate was discarded. The Celite®/silica plug was then washed with dichloromethane to elute the product. The crude product was chromatographed on silica gel with 30% THF in hexanes to yield 1.24 g (51% yield) of Compound 4 as a yellow solid. The product was confirmed by HPLC (99.9% pure) and LC/MS.

Synthesis of Compound 5

Step 1

Synthesis of 4-(4-isobutylphenyl)-2-phenylpyridine:

A 250 mL round-bottomed flask was charged with 4-chloro-2-phenylpyridine (5 g, 26.4 mmol), (4-isobutylphenyl)boronic acid (7.04 g, 39.5 mmol), Pd₂(dba)₃(0.483 g, 0.527 mmol), dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-3-yl)phosphine (S-Phos) (0.866 g, 2.109 mmol), K₃PO₄(16.79 g, 79 mmol), toluene (100 mL) and water (10 mL) to give a yellow suspension. The suspension was heated to reflux for 21 hrs. The reaction mixture was poured into water and extracted with EtOAc. The organic layers were combined and subjected to column chromatography (SiO₂, 10% EtOAc in hexane) to yield 4-(4-isobutylphenyl)-2-phenylpyridine (6 g, 20.9 mmol, 79% yield). Step 2

Synthesis of Compound 5:

A mixture of iridium trifluormethanesulfonate complex (3.0 g, 3.76 mmol) and 4-(4-isobutylphenyl)-2-phenylpyridine (3.0 g, 10.44 mmol) in EtOH (30 mL) and MeOH (30 mL) was refluxed for 20 h under inert atmosphere. The reaction mixture was cooled to room temperature, diluted with ethanol, Celite® was added and the mixture stirred for 10 min. The mixture was filtered on a small silica gel plug on a frit and washed with ethanol (3-4 times) and with hexane (3-4 times). The filtrate was discarded. Celite®/silica plug was then washed with dichloromethane to elute the product. The crude product was chromatographed on silica gel with 1/1 dichloromethane/hexane to yield 2.0 g (65% yield) of Compound 5 as a yellow solid. Compound 5 was confirmed by HPLC (99.8% pure) and LC/MS.

Synthesis of Compound 6

Step 1

Synthesis of Iridium Chloro-Bridged Dimer:

To a 500 mL round-bottom flask was added 3-methyl-2-phenylpyridine (5.7 g, 33.7 mmol) and iridium(III) chloride hydrate (5.94 g, 16.84 mmol), 2-ethoxyethanol (100 mL) and water (33.3 mL). The resulting reaction mixture was refluxed at 130° C. for 18 h under a nitrogen atmosphere. The resulting precipitate was filtered and washed with methanol (3-4 times) and hexane (3-4 times). The product obtained was dried to give 6.35 g (66% yield) of the desired product. Step 2

Synthesis of Irdium Trifluoromethanesulfonate Salt:

The iridium dimer (4.33 g, 3.84 mmol) was dissolved in 500 mL of dichloromethane. In a separate flask, silver(I) trifluoromethanesulfonate (2.07 g, 8.06 mmol) was dissolved in MeOH (250 mL) and was added slowly to the dichloromethane solution with continuous stirring at room temperature. The reaction mixture was stirred overnight in the dark. The reaction mixture was filtered through a tightly packed Celite® bed and the solvent was removed under vacuum to give 5.86 g (100% yield) of product as a brownish solid. The product was used without further purification. Step 3

Synthesis of Compound 6:

A mixture of iridium trifluormethanesulfonate complex (2.85 g, 3.84 mmol) and 2-(dibenzo[b,d]furan-4-yl)-4,5-dimethylpyridine (2.85 g, 12.33 mmol) in EtOH (30 mL) and MeOH (30 mL) was refluxed for 20 h under inert atmosphere. The reaction mixture was cooled to room temperature, diluted with ethanol, Celite® was added and the mixture stirred for 10 min. The mixture was filtered on a small silica gel plug on a frit and washed with ethanol (3-4 times) and with hexane (3-4 times). The filtrate was discarded. The Celite®/silica plug was then washed with dichloromethane to elute the product. The crude product was chromatographed on silica gel with 1/1 (v/v) dichloromethane/hexane to yield 0.5 g (17% yield) of Compound 6 as a yellow solid. Compound 6 was confirmed by HPLC (99.8% pure) and LC/MS.

Synthesis of Compound 7

A mixture of iridium trifluormethanesulfonate complex (3.0 g, 3.76 mmol) and 4-(4-isobutylphenyl)-2-phenylpyridine (3.0 g, 10.44 mmol) in EtOH (30 mL) and MeOH (30 mL) was refluxed for 20 h under inert atmosphere. The reaction mixture was cooled to room temperature, diluted with ethanol, Celite® was added and the mixture stirred for 10 min. The mixture was filtered on a small silica gel plug on a frit and washed with ethanol (3-4 times) and with hexane (3-4 times). The filtrate was discarded. The Celite®/silica plug was then washed with dichloromethane to elute the product. The crude product was chromatographed on silica gel with toluene to yield 1.35 g (44% yield) of Compound 7 as a yellow solid. Compound 7 was confirmed by HPLC (99.9% pure) and LC/MS.

Synthesis of Compound 8

Step 1

Synthesis of 2-phenyl-5-(prop-1-en-2-yl)pyridine:

To a 1 L round bottom flask was added 5-chloro-2-phenylpyridine (10.15 g, 53.5 mmol), dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine (1.8 g, 4.3 mmol), potassium phosphate tribasic monohydrate (37.0 g, 161 mmol) with toluene (200 mL) and water (20 mL). The reaction mixture was degassed with N₂ for 20 minutes, then 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (12.07 mL, 64.2 mmol) and Pd₂(dba)₃ (0.980 g, 1.070 mmol) were added and the reaction mixture was refluxed for 18 h. The aqueous layer was removed and the organic layer was concentrated to dryness. The crude product was chromatographed on silica gel with 0-20% EtOAc in hexane to yield 11 g of the desired product (HPLC purity: 95%). The product was confirmed by GC/MS. Step 2

Synthesis of 2-phenyl-5-isopropylpyridine:

2-Phenyl-5-(prop-1-en-2-yl)pyridine (11 g, 56.3 mmol) was added to a hydrogenator bottle with EtOH (150 mL). The reaction mixture was degassed by bubbling N₂ for 10 min, after which, Pd/C (0.60 g, 5.63 mmol) and Pt/C (0.55 g, 2.82 mmol) were added. The reaction mixture was placed on the Parr hydrogenator for 1.5 h (H₂˜70 psi, according to theoretical calculations). The reaction mixture was filtered on a tightly packed Celite® bed and washed with dichloromethane. The solvent was removed on a rotoevaporator and GC/MS confirmed complete conversion. The crude product was adsorbed on Celite® for column chromatography. The crude product was chromatographed on silica gel with 10% EtOAc in hexane to yield 6 g (54% yield) of the desired product (HPLC purity: 100%). The product was confirmed by GC/MS. Step 3

Synthesis of Iridium Chloro-Bridged Dimer:

To a 500 mL round-bottom flask was added 5-isopropyl-2-phenylpyridine (6.0 g, 30.4 mmol) and iridium(III) chloride hydrate (3.57 g, 10.14 mmol) with 2-ethoxyethanol (100 mL) and water (33.3 mL) under a nitrogen atmosphere. The resulting reaction mixture was refluxed at 130° C. for 18 h. The resulting precipitate was filtered and washed with methanol (3-4 times) and hexane (3-4 times). The product obtained was dried to give 7 g (100% yield) of the desired product. Step 4

Synthesis of Irdium Trifluoromethanesulfonate Salt:

The iridium dimer (5.3 g, 4.27 mmol) was dissolved in 500 mL of dichloromethane. In a separate flask, silver(I) trifluoromethanesulfonate (2.3 g, 8.97 mmol) was dissolved in MeOH (250 mL) and added slowly to the dichloromethane solution with continuous stirring at room temperature. The reaction mixture was stirred overnight in the dark. The reaction mixture was filtered through a tightly packed Celite® bed and the solvent was removed under vacuum to give 6.9 g (100% yield) of product as a brownish solid. The product was used without further purification. Step 5

Synthesis of Compound 8

A mixture of iridium trifluoromethanesulfonate complex (3.0 g, 3.76 mmol) and 2-(dibenzo[b,d]furan-4-yl)-4,5-dimethylpyridine (3.0 g, 10.98 mmol) in EtOH (30 mL) and MeOH (30 mL) was refluxed for 20 h under inert atmosphere. The reaction mixture was cooled to room temperature, diluted with ethanol, Celite® was added and the mixture stirred for 10 min. The mixture was filtered on a small silica gel plug on a frit and washed with ethanol (3-4 times) and with hexane (3-4 times). The filtrate was discarded. The Celite®/silica plug was then washed with dichloromethane to elute the product. The crude product was chromatographed on silica gel with 1/1 dichloromethane/hexane to yield 2.1 g (65% yield) of Compound 8 as a yellow solid. The product was confirmed by HPLC (99.8% pure) and LC/MS.

Synthesis of Compound II-11.

Iridium intermediate (11.5 g, 17.6 mmol) and 2-phenyl-4-(4-methyl-d₃-phenyl)pyridine (13 g, 52.2 mmol) were suspended/dissolved in 1:1 methanol:ethanol (440 mL). The reaction was heated at reflux for 24 hours then cooled to room temperature. Celite® was added and the reaction was stirred for 10 minutes. The suspension was filtered through a pad of silica gel via vacuum filtration and the silica gel/Celite® pad was washed with ethanol. The receiving flask was changed and the Celite®/silica gel pad was washed with dichloromethane. The dichloromethane extracts were concentrated to give˜10 g of crude product of ˜92% purity. The crude was purified by column chromatography to give desired product (4.7 g, 35% yield).

Synthesis of Compound II-232.

A mixture of the iridium intermediate (3.01 g, 4.03 mmol), 4-(4-isopropylphenyl)-2-phenylpyridine (3.3 g, 12.08 mmol), methanol (100 mL) and ethanol (100 mL) was heated up at 65° C. (oil bath temperature) for 72 hours. The reaction was cooled down and filtered. The solid was washed thoroughly with methanol. The crude was run through a silica gel plug with dichloromethane, then purified by reverse phase column (C18) with 5% water in acetonitrile to obtain 1.2 g pure product (yield 36%).

Synthesis of Compound II-263.

A mixture of the iridium intermediate (2.5 g, 3.25 mmol), 2-phenyl-4-(4-methyl-d₃-phenyl)pyridine (2.41 g, 9.74 mmol), methanol (100 mL) and ethanol (100 mL) was heated up at 65° C. (oil bath T) for 72 hours. The reaction was cooled down and filtered. The solid was washed thoroughly with methanol. The solid was run through a silica plug with dichloromethane, then purified with reverse phase column (C18) with 10% water in Macetonitrile to obtain 0.670 g (26% yield) of pure product.

Synthesis of Compound II-242

A mixture of the iridium intermediate (3.2 g, 4.16 mmol), 4-(3,4-dimethylphenyl)-2-phenylpyridine (3.23 g, 12.47 mmol), methanol (100 mL) and ethanol (100 mL) was heated up at 65° C. (oil bath temperature) for 72 hours. The reaction was cooled down and filtered. The solid was washed thoroughly with methanol. The solid was run through a silica gel plug with dichloromethane, then purified with reverse phase column (C18) with 5% water in acetonitrile to obtain 2.2 g pure product (yield 64.9%).

Synthesis of Compound II-536

A mixture of the iridium intermediate (1.6 g, 2.14 mmol), 4-(3-isopropyl-d7-phenyl)-2-phenylpyridine (1.8 g, 6.42 mmol), ethanol (60 mL) and methanol (60 mL) was heated at 65° C. for 72 hours. The reaction was cooled down and filtered through a small plug of silica gel and washed with dichloromethane. The solution was concentrated and chromatographed (1:1 heptane:DCM) to give desired product (0.4 g, 23% yield).

Synthesis of Compound II-737

A mixture of the iridium intermediate (1.6 g, 2.05 mmol), 4-(3-isopropyl-d7-phenyl)-2-phenylpyridine (1.72 g, 6.14 mmol), ethanol (60 mL) and methanol (60 mL) was heated at 65° C. for 72 hours. The reaction was cooled down and filtered through a small plug of silica gel and washed with dichloromethane. The dichloromethane solution was concentrated and chromatographed with C18 reverse phase column 90-95% acetonitrile in water to give desired product (0.48 g, 28% yield).

It is understood that the various embodiments described herein are by way of example only, and are not intended to limit the scope of the invention. For example, many of the materials and structures described herein may be substituted with other materials and structures without deviating from the spirit of the invention. The present invention as claimed may therefore include variations from the particular examples and preferred embodiments described herein, as will be apparent to one of skill in the art. It is understood that various theories as to why the invention works are not intended to be limiting. 

We claim:
 1. A compound comprising a heteroleptic iridium complex having the formula;

wherein R₁, R₂, R₃, R₄, R₅, and R₆, are independently selected from the group consisting of hydrogen, deuterium, cycloalkyl, deuterated cycloalkyl, alkyl, and deuterated alkyl; wherein any two adjacent R₁, R₂, R₃, R₄, R₅, and R₆ are optionally linked together to form a ring; wherein ring A is attached to the 4- or 5-position of ring B; wherein R and R′ represent mono-, di-, tri- or tetra-substitution and are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and wherein at least one of the following is true: (i) at least one of R¹ to R³ is alkyl or cycloalkyl, and at least one of R¹ to R³ is deuterated alkyl or deuterated cycloalkyl; (ii) at least one of R⁴ to R⁶ is alkyl or cycloalkyl, and at least one of R⁴ to R⁶ is deuterated alkyl or deuterated cycloalkyl; (iii) R₁ and R₃ are both independently selected from cycloalkyl, deuterated cycloalkyl, alkyl and deuterated alkyl; (iv) each of R₁, R₂, and R₃ is independently selected from selected from cycloalkyl, deuterated cycloalkyl, alkyl and deuterated alkyl; (v) at least one of R₁, R₂, and R₃ is cycloalkyl or deuterated cycloalkyl; or (vi) at least one pair of adjacent substituents of R₁, R₂, R₃, R₄, R₅, and R₆ are linked together to form a ring.
 2. The compound of claim 1, wherein the compound has a structure of formula:


3. The compound of claim 1, wherein the compound has a structure formula:


4. The compound of claim 1, wherein condition (i) is true.
 5. The compound of claim 1, wherein condition (ii) is true.
 6. The compound of claim 1, wherein any alkyl contains at least 2 carbons.
 7. The compound of claim 1, wherein at least one alkyl contains greater than 10 carbons.
 8. The compound of claim 1, wherein the compound is selected from the group consisting of:


9. The compound of claim 1, having the formula IrL_(A)(L_(B))₂, wherein the heteroleptic iridium complex is selected from the compounds listed in the following table: Compound Number L_(A) L_(B) II-20 L_(A46) L_(B1) II-21 L_(A47) L_(B1) II-22 L_(A48) L_(B1) II-23 L_(A49) L_(B1) II-24 L_(A50) L_(B1) II-25 L_(A51) L_(B1) II-31 L_(A57) L_(B1) II-32 L_(A58) L_(B1) II-37 L_(A63) L_(B1) II-38 L_(A64) L_(B1) II-39 L_(A65) L_(B1) II-40 L_(A66) L_(B1) II-41 L_(A67) L_(B1) II-42 L_(A68) L_(B1) II-43 L_(A69) L_(B1) II-73 L_(A46) L_(B2) II-74 L_(A47) L_(B2) II-76 L_(A49) L_(B2) II-77 L_(A50) L_(B2) II-78 L_(A51) L_(B2) II-84 L_(A57) L_(B2) II-85 L_(A58) L_(B2) II-90 L_(A63) L_(B2) II-91 L_(A64) L_(B2) II-93 L_(A66) L_(B2) II-94 L_(A67) L_(B2) II-95 L_(A68) L_(B2) II-96 L_(A69) L_(B2) II-140 L_(A46) L_(B3) II-141 L_(A47) L_(B3) II-143 L_(A49) L_(B3) II-144 L_(A50) L_(B3) II-145 L_(A51) L_(B3) II-151 L_(A57) L_(B3) II-152 L_(A58) L_(B3) II-157 L_(A63) L_(B3) II-158 L_(A64) L_(B3) II-160 L_(A66) L_(B3) II-161 L_(A67) L_(B3) II-162 L_(A68) L_(B3) II-163 L_(A69) L_(B3) II-207 L_(A46) L_(B4) II-208 L_(A47) L_(B4) II-210 L_(A49) L_(B4) II-211 L_(A50) L_(B4) II-212 L_(A51) L_(B4) II-218 L_(A57) L_(B4) II-219 L_(A58) L_(B4) II-224 L_(A63) L_(B4) II-225 L_(A64) L_(B4) II-227 L_(A66) L_(B4) II-228 L_(A67) L_(B4) II-229 L_(A68) L_(B4) II-230 L_(A69) L_(B4) II-267 L_(A40) L_(B5) II-268 L_(A41) L_(B5) II-273 L_(A46) L_(B5) II-274 L_(A47) L_(B5) II-276 L_(A49) L_(B5) II-277 L_(A50) L_(B5) II-278 L_(A51) L_(B5) II-284 L_(A57) L_(B5) II-285 L_(A58) L_(B5) II-290 L_(A63) L_(B5) II-291 L_(A64) L_(B5) II-292 L_(A65) L_(B5) II-293 L_(A66) L_(B5) II-294 L_(A67) L_(B5) II-295 L_(A68) L_(B5) II-296 L_(A69) L_(B5) II-340 L_(A46) L_(B6) II-341 L_(A47) L_(B6) II-343 L_(A49) L_(B6) II-344 L_(A50) L_(B6) II-345 L_(A51) L_(B6) II-346 L_(A52) L_(B6) II-351 L_(A57) L_(B6) II-352 L_(A58) L_(B6) II-357 L_(A63) L_(B6) II-358 L_(A64) L_(B6) II-359 L_(A65) L_(B6) II-360 L_(A66) L_(B6) II-361 L_(A67) L_(B6) II-362 L_(A68) L_(B6) II-363 L_(A69) L_(B6) II-407 L_(A46) L_(B7) II-408 L_(A47) L_(B7) II-410 L_(A49) L_(B7) II-411 L_(A50) L_(B7) II-412 L_(A51) L_(B7) II-413 L_(A52) L_(B7) II-418 L_(A57) L_(B7) II-419 L_(A58) L_(B7) II-424 L_(A63) L_(B7) II-425 L_(A64) L_(B7) II-426 L_(A65) L_(B7) II-427 L_(A66) L_(B7) II-428 L_(A67) L_(B7) II-429 L_(A68) L_(B7) II-430 L_(A69) L_(B7) II-463 L_(A35) L_(B8) II-468 L_(A40) L_(B8) II-469 L_(A41) L_(B8) II-474 L_(A46) L_(B8) II-475 L_(A47) L_(B8) II-477 L_(A49) L_(B8) II-478 L_(A50) L_(B8) II-479 L_(A51) L_(B8) II-480 L_(A52) L_(B8) II-485 L_(A57) L_(B8) II-486 L_(A58) L_(B8) II-491 L_(A63) L_(B8) II-492 L_(A64) L_(B8) II-493 L_(A65) L_(B8) II-494 L_(A66) L_(B8) II-495 L_(A67) L_(B8) II-496 L_(A68) L_(B8) II-497 L_(A69) L_(B8) II-501 L_(A6) L_(B9) II-502 L_(A7) L_(B9) II-507 L_(A12) L_(B9) II-508 L_(A13) L_(B9) II-510 L_(A15) L_(B9) II-511 L_(A16) L_(B9) II-512 L_(A17) L_(B9) II-513 L_(A18) L_(B9) II-517 L_(A24) L_(B9) II-518 L_(A25) L_(B9) II-523 L_(A30) L_(B9) II-524 L_(A31) L_(B9) II-526 L_(A33) L_(B9) II-527 L_(A34) L_(B9) II-528 L_(A35) L_(B9) II-538 L_(A46) L_(B9) II-539 L_(A47) L_(B9) II-541 L_(A49) L_(B9) II-542 L_(A50) L_(B9) II-543 L_(A51) L_(B9) II-548 L_(A57) L_(B9) II-549 L_(A58) L_(B9) II-554 L_(A63) L_(B9) II-555 L_(A64) L_(B9) II-556 L_(A65) L_(B9) II-557 L_(A66) L_(B9) II-558 L_(A67) L_(B9) II-559 L_(A68) L_(B9) II-560 L_(A69) L_(B9) II-566 L_(A6) L_(B10) II-567 L_(A7) L_(B10) II-572 L_(A12) L_(B10) II-573 L_(A13) L_(B10) II-574 L_(A14) L_(B10) II-575 L_(A15) L_(B10) II-576 L_(A16) L_(B10) II-577 L_(A17) L_(B10) II-578 L_(A18) L_(B10) II-584 L_(A24) L_(B10) II-585 L_(A25) L_(B10) II-590 L_(A30) L_(B10) II-591 L_(A31) L_(B10) II-592 L_(A32) L_(B10) II-593 L_(A33) L_(B10) II-594 L_(A34) L_(B10) II-595 L_(A35) L_(B10) II-606 L_(A46) L_(B10) II-607 L_(A47) L_(B10) II-609 L_(A49) L_(B10) II-610 L_(A50) L_(B10) II-611 L_(A51) L_(B10) II-617 L_(A57) L_(B10) II-618 L_(A58) L_(B10) II-623 L_(A63) L_(B10) II-624 L_(A64) L_(B10) II-626 L_(A66) L_(B10) II-627 L_(A67) L_(B10) II-628 L_(A68) L_(B10) II-629 L_(A69) L_(B10) II-635 L_(A6) L_(B11) II-636 L_(A7) L_(B11) II-641 L_(A12) L_(B11) II-642 L_(A13) L_(B11) II-644 L_(A15) L_(B11) II-645 L_(A16) L_(B11) II-646 L_(A17) L_(B11) II-647 L_(A18) L_(B11) II-653 L_(A24) L_(B11) II-654 L_(A25) L_(B11) II-659 L_(A30) L_(B11) II-660 L_(A31) L_(B11) II-661 L_(A32) L_(B11) II-662 L_(A33) L_(B11) II-663 L_(A34) L_(B11) II-664 L_(A35) L_(B11) II-675 L_(A46) L_(B11) II-676 L_(A47) L_(B11) II-677 L_(A48) L_(B11) II-678 L_(A49) L_(B11) II-679 L_(A50) L_(B11) II-680 L_(A51) L_(B11) II-686 L_(A57) L_(B11) II-687 L_(A58) L_(B11) II-692 L_(A63) L_(B11) II-693 L_(A64) L_(B11) II-695 L_(A66) L_(B11) II-696 L_(A67) L_(B11) II-697 L_(A68) L_(B11) II-698 L_(A69) L_(B11) II-702 L_(A6) L_(B12) II-703 L_(A7) L_(B12) II-708 L_(A12) L_(B12) II-709 L_(A13) L_(B12) II-711 L_(A15) L_(B12) II-712 L_(A16) L_(B12) II-713 L_(A17) L_(B12) II-714 L_(A18) L_(B12) II-718 L_(A24) L_(B12) II-719 L_(A25) L_(B12) II-724 L_(A30) L_(B12) II-725 L_(A31) L_(B12) II-727 L_(A33) L_(B12) II-728 L_(A34) L_(B12) II-729 L_(A35) L_(B12) II-733 L_(A40) L_(B12) II-734 L_(A41) L_(B12) II-739 L_(A46) L_(B12) II-740 L_(A47) L_(B12) II-742 L_(A49) L_(B12) II-743 L_(A50) L_(B12) II-744 L_(A51) L_(B12) II-749 L_(A57) L_(B12) II-750 L_(A58) L_(B12) II-755 L_(A63) L_(B12) II-756 L_(A64) L_(B12) II-758 L_(A66) L_(B12) II-759 L_(A67) L_(B12) II-760 L_(A68) L_(B12) II-761 L_(A69) L_(B12) II-767 L_(A6) L_(B13) II-768 L_(A7) L_(B13) II-773 L_(A12) L_(B13) II-774 L_(A13) L_(B13) II-775 L_(A14) L_(B13) II-776 L_(A15) L_(B13) II-777 L_(A16) L_(B13) II-778 L_(A17) L_(B13) II-779 L_(A18) L_(B13) II-785 L_(A24) L_(B13) II-786 L_(A25) L_(B13) II-791 L_(A30) L_(B13) II-792 L_(A31) L_(B13) II-794 L_(A33) L_(B13) II-795 L_(A34) L_(B13) II-796 L_(A35) L_(B13) II-807 L_(A46) L_(B13) II-808 L_(A47) L_(B13) II-810 L_(A49) L_(B13) II-811 L_(A50) L_(B13) II-812 L_(A51) L_(B13) II-813 L_(A52) L_(B13) II-818 L_(A57) L_(B13) II-819 L_(A58) L_(B13) II-824 L_(A63) L_(B13) II-825 L_(A64) L_(B13) II-827 L_(A66) L_(B13) II-828 L_(A67) L_(B13) II-829 L_(A68) L_(B13) II-830 L_(A69) L_(B13) II-836 L_(A6) L_(B14) II-837 L_(A7) L_(B14) II-842 L_(A12) L_(B14) II-843 L_(A13) L_(B14) II-845 L_(A15) L_(B14) II-846 L_(A16) L_(B14) II-847 L_(A17) L_(B14) II-848 L_(A18) L_(B14) II-854 L_(A24) L_(B14) II-855 L_(A25) L_(B14) II-860 L_(A30) L_(B14) II-861 L_(A31) L_(B14) II-863 L_(A33) L_(B14) II-864 L_(A34) L_(B14) II-865 L_(A35) L_(B14) II-876 L_(A46) L_(B14) II-877 L_(A47) L_(B14) II-878 L_(A48) L_(B14) II-879 L_(A49) L_(B14) II-880 L_(A50) L_(B14) II-881 L_(A51) L_(B14) II-882 L_(A52) L_(B14) II-887 L_(A57) L_(B14) II-888 L_(A58) L_(B14) II-893 L_(A63) L_(B14) II-894 L_(A64) L_(B14) II-896 L_(A66) L_(B14) II-897 L_(A67) L_(B14) II-898 L_(A68) L_(B14) II-899 L_(A69) L_(B14) II-905 L_(A6) L_(B15) II-906 L_(A7) L_(B15) II-911 L_(A12) L_(B15) II-912 L_(A13) L_(B15) II-914 L_(A15) L_(B15) II-915 L_(A16) L_(B15) II-916 L_(A17) L_(B15) II-917 L_(A18) L_(B15) II-923 L_(A24) L_(B15) II-924 L_(A25) L_(B15) II-929 L_(A30) L_(B15) II-930 L_(A31) L_(B15) II-932 L_(A33) L_(B15) II-933 L_(A34) L_(B15) II-934 L_(A35) L_(B15) II-939 L_(A40) L_(B15) II-940 L_(A41) L_(B15) II-945 L_(A46) L_(B15) II-946 L_(A47) L_(B15) II-948 L_(A49) L_(B15) II-949 L_(A50) L_(B15) II-950 L_(A51) L_(B15) II-956 L_(A57) L_(B15) II-957 L_(A58) L_(B15) II-962 L_(A63) L_(B15) II-963 L_(A64) L_(B15) II-965 L_(A66) L_(B15) II-966 L_(A67) L_(B15) II-967 L_(A68) L_(B15) II-968 L_(A69) L_(B15) II-972 L_(A6) L_(B16) II-973 L_(A7) L_(B16) II-978 L_(A12) L_(B16) II-979 L_(A13) L_(B16) II-981 L_(A15) L_(B16) II-982 L_(A16) L_(B16) II-983 L_(A17) L_(B16) II-984 L_(A18) L_(B16) II-988 L_(A24) L_(B16) II-989 L_(A25) L_(B16) II-994 L_(A30) L_(B16) II-995 L_(A31) L_(B16) II-997 L_(A33) L_(B16) II-998 L_(A34) L_(B16) II-999 L_(A35) L_(B16) II-1003 L_(A40) L_(B16) II-1004 L_(A41) L_(B16) II-1009 L_(A46) L_(B16) II-1010 L_(A47) L_(B16) II-1012 L_(A49) L_(B16) II-1013 L_(A50) L_(B16) II-1014 L_(A51) L_(B16) II-1019 L_(A57) L_(B16) II-1020 L_(A58) L_(B16) II-1025 L_(A63) L_(B16) II-1026 L_(A64) L_(B16) II-1028 L_(A66) L_(B16) II-1029 L_(A67) L_(B16) II-1030 L_(A68) L_(B16) II-1031 L_(A69) L_(B16) II-1036 L_(A6) L_(B17) II-1037 L_(A7) L_(B17) II-1042 L_(A12) L_(B17) II-1043 L_(A13) L_(B17) II-1045 L_(A15) L_(B17) II-1046 L_(A16) L_(B17) II-1047 L_(A17) L_(B17) II-1048 L_(A18) L_(B17) II-1053 L_(A24) L_(B17) II-1054 L_(A25) L_(B17) II-1059 L_(A30) L_(B17) II-1060 L_(A31) L_(B17) II-1062 L_(A33) L_(B17) II-1063 L_(A34) L_(B17) II-1064 L_(A35) L_(B17) II-1075 L_(A46) L_(B17) II-1076 L_(A47) L_(B17) II-1077 L_(A48) L_(B17) II-1078 L_(A49) L_(B17) II-1079 L_(A50) L_(B17) II-1080 L_(A51) L_(B17) II-1086 L_(A57) L_(B17) II-1087 L_(A58) L_(B17) II-1093 L_(A64) L_(B17) II-1095 L_(A66) L_(B17) II-1096 L_(A67) L_(B17) II-1097 L_(A68) L_(B17) II-1098 L_(A69) L_(B17) II-1103 L_(A6) L_(B18) II-1104 L_(A7) L_(B18) II-1109 L_(A12) L_(B18) II-1110 L_(A13) L_(B18) II-1112 L_(A15) L_(B18) II-1113 L_(A16) L_(B18) II-1114 L_(A17) L_(B18) II-1115 L_(A18) L_(B18) II-1120 L_(A24) L_(B18) II-1121 L_(A25) L_(B18) II-1126 L_(A30) L_(B18) II-1127 L_(A31) L_(B18) II-1129 L_(A33) L_(B18) II-1130 L_(A34) L_(B18) II-1131 L_(A35) L_(B18) II-1142 L_(A46) L_(B18) II-1143 L_(A47) L_(B18) II-1145 L_(A49) L_(B18) II-1146 L_(A50) L_(B18) II-1147 L_(A31) L_(B18) II-1153 L_(A57) L_(B18) II-1154 L_(A58) L_(B18) II-1159 L_(A63) L_(B18) II-1160 L_(A64) L_(B18) II-1162 L_(A66) L_(B18) II-1163 L_(A67) L_(B18) II-1164 L_(A68) L_(B18) II-1165 L_(A69) L_(B18) II-1170 L_(A6) L_(B19) II-1171 L_(A7) L_(B19) II-1176 L_(A12) L_(B19) II-1177 L_(A13) L_(B19) II-1179 L_(A15) L_(B19) II-1180 L_(A16) L_(B19) II-1181 L_(A17) L_(B19) II-1182 L_(A18) L_(B19) II-1187 L_(A24) L_(B19) II-1188 L_(A25) L_(B19) II-1193 L_(A30) L_(B19) II-1194 L_(A31) L_(B19) II-1196 L_(A33) L_(B19) II-1197 L_(A34) L_(B19) II-1198 L_(A35) L_(B19) II-1209 L_(A46) L_(B19) II-1210 L_(A47) L_(B19) II-1212 L_(A49) L_(B19) II-1213 L_(A50) L_(B19) II-1214 L_(A51) L_(B19) II-1220 L_(A57) L_(B19) II-1221 L_(A58) L_(B19) II-1226 L_(A63) L_(B19) II-1227 L_(A64) L_(B19) II-1229 L_(A66) L_(B19) II-1230 L_(A67) L_(B19) II-1231 L_(A68) L_(B19) II-1232 L_(A69) L_(B19) II-1237 L_(A6) L_(B20) II-1238 L_(A7) L_(B20) II-1243 L_(A12) L_(B20) II-1244 L_(A13) L_(B20) II-1246 L_(A15) L_(B20) II-1247 L_(A16) L_(B20) II-1248 L_(A17) L_(B20) II-1249 L_(A18) L_(B20) II-1254 L_(A24) L_(B20) II-1255 L_(A25) L_(B20) II-1260 L_(A30) L_(B20) II-1261 L_(A31) L_(B20) II-1263 L_(A33) L_(B20) II-1264 L_(A34) L_(B20) II-1265 L_(A35) L_(B20) II-1276 L_(A46) L_(B20) II-1277 L_(A47) L_(B20) II-1279 L_(A49) L_(B20) II-1280 L_(A50) L_(B20) II-1281 L_(A51) L_(B20) II-1287 L_(A57) L_(B20) II-1288 L_(A58) L_(B20) II-1293 L_(A63) L_(B20) II-1294 L_(A64) L_(B20) II-1296 L_(A66) L_(B20) II-1297 L_(A67) L_(B20) II-1298 L_(A68) L_(B20) II-1299 L_(A69) L_(B20) II-1304 L_(A6) L_(B21) II-1305 L_(A7) L_(B21) II-1310 L_(A12) L_(B21) II-1311 L_(A13) L_(B21) II-1313 L_(A15) L_(B21) II-1314 L_(A16) L_(B21) II-1315 L_(A17) L_(B21) II-1316 L_(A18) L_(B21) II-1321 L_(A24) L_(B21) II-1322 L_(A25) L_(B21) II-1327 L_(A30) L_(B21) II-1328 L_(A31) L_(B21) II-1330 L_(A33) L_(B21) II-1331 L_(A34) L_(B21) II-1332 L_(A35) L_(B21) II-1343 L_(A46) L_(B21) II-1344 L_(A47) L_(B21) II-1346 L_(A49) L_(B21) II-1347 L_(A50) L_(B21) II-1348 L_(A51) L_(B21) II-1354 L_(A57) L_(B21) II-1355 L_(A58) L_(B21) II-1360 L_(A63) L_(B21) II-1361 L_(A64) L_(B21) II-1363 L_(A66) L_(B21) II-1364 L_(A67) L_(B21) II-1365 L_(A68) L_(B21) II-1366 L_(A69) L_(B21) II-1371 L_(A6) L_(B22) II-1372 L_(A7) L_(B22) II-1377 L_(A12) L_(B22) II-1378 L_(A13) L_(B22) II-1380 L_(A15) L_(B22) II-1381 L_(A16) L_(B22) II-1382 L_(A17) L_(B22) II-1383 L_(A18) L_(B22) II-1368 L_(A24) L_(B22) II-1369 L_(A25) L_(B22) II-1374 L_(A30) L_(B22) II-1375 L_(A31) L_(B22) II-1377 L_(A33) L_(B22) II-1378 L_(A34) L_(B22) II-1379 L_(A35) L_(B22) II-1390 L_(A46) L_(B22) II-1391 L_(A47) L_(B22) II-1393 L_(A49) L_(B22) II-1394 L_(A50) L_(B22) II-1395 L_(A51) L_(B22) II-1401 L_(A57) L_(B22) II-1402 L_(A58) L_(B22) II-1407 L_(A63) L_(B22) II-1408 L_(A64) L_(B22) II-1410 L_(A66) L_(B22) II-1411 L_(A67) L_(B22) II-1412 L_(A68) L_(B22) II-1413 L_(A69) L_(B22) II-1419 L_(A6) L_(B23) II-1420 L_(A7) L_(B23) II-1425 L_(A12) L_(B23) II-1426 L_(A13) L_(B23) II-1428 L_(A15) L_(B23) II-1429 L_(A16) L_(B23) II-1430 L_(A17) L_(B23) II-1431 L_(A18) L_(B23) II-1437 L_(A24) L_(B23) II-1438 L_(A25) L_(B23) II-1443 L_(A30) L_(B23) II-1444 L_(A31) L_(B23) II-1446 L_(A33) L_(B23) II-1447 L_(A34) L_(B23) II-1448 L_(A35) L_(B23) II-1459 L_(A46) L_(B23) II-1460 L_(A47) L_(B23) II-1462 L_(A49) L_(B23) II-1463 L_(A50) L_(B23) II-1464 L_(A51) L_(B23) II-1470 L_(A57) L_(B23) II-1471 L_(A58) L_(B23) II-1476 L_(A63) L_(B23) II-1477 L_(A64) L_(B23) II-1479 L_(A66) L_(B23) II-1480 L_(A67) L_(B23) II-1481 L_(A68) L_(B23) II-1482 L_(A69) L_(B23) II-1488 L_(A6) L_(B24) II-1489 L_(A7) L_(B24) II-1494 L_(A12) L_(B24) II-1495 L_(A13) L_(B24) II-1497 L_(A15) L_(B24) II-1498 L_(A16) L_(B24) II-1499 L_(A17) L_(B24) II-1500 L_(A18) L_(B24) II-1506 L_(A24) L_(B24) II-1507 L_(A25) L_(B24) II-1512 L_(A30) L_(B24) II-1513 L_(A31) L_(B24) II-1515 L_(A33) L_(B24) II-1516 L_(A34) L_(B24) II-1517 L_(A35) L_(B24) II-1528 L_(A46) L_(B24) II-1529 L_(A47) L_(B24) II-1531 L_(A49) L_(B24) II-1532 L_(A50) L_(B24) II-1533 L_(A51) L_(B24) II-1539 L_(A57) L_(B24) II-1540 L_(A58) L_(B24) II-1545 L_(A63) L_(B24) II-1546 L_(A64) L_(B24) II-1548 L_(A66) L_(B24) II-1549 L_(A67) L_(B24) II-1550 L_(A68) L_(B24) II-1551 L_(A69) L_(B24) II-1557 L_(A6) L_(B25) II-1558 L_(A7) L_(B25) II-1563 L_(A12) L_(B25) II-1564 L_(A13) L_(B25) II-1566 L_(A15) L_(B25) II-1567 L_(A16) L_(B25) II-1568 L_(A17) L_(B25) II-1569 L_(A18) L_(B25) II-1575 L_(A24) L_(B25) II-1576 L_(A25) L_(B25) II-1581 L_(A30) L_(B25) II-1582 L_(A31) L_(B25) II-1584 L_(A33) L_(B25) II-1585 L_(A34) L_(B25) II-1586 L_(A35) L_(B25) II-1597 L_(A46) L_(B25) II-1598 L_(A47) L_(B25) II-1600 L_(A49) L_(B25) II-1601 L_(A50) L_(B25) II-1602 L_(A51) L_(B25) II-1608 L_(A57) L_(B25) II-1609 L_(A58) L_(B25) II-1614 L_(A63) L_(B25) II-1615 L_(A64) L_(B25) II-1617 L_(A66) L_(B25) II-1618 L_(A67) L_(B25) II-1619 L_(A68) L_(B25) II-1620 L_(A69) L_(B25) II-1626 L_(A6) L_(B26) II-1627 L_(A7) L_(B26) II-1632 L_(A12) L_(B26) II-1633 L_(A13) L_(B26) II-1635 L_(A15) L_(B26) II-1636 L_(A16) L_(B26) II-1637 L_(A17) L_(B26) II-1638 L_(A18) L_(B26) II-1644 L_(A24) L_(B26) II-1645 L_(A25) L_(B26) II-1650 L_(A30) L_(B26) II-1651 L_(A31) L_(B26) II-1653 L_(A33) L_(B26) II-1654 L_(A34) L_(B26) II-1655 L_(A35) L_(B26) II-1666 L_(A46) L_(B26) II-1667 L_(A47) L_(B26) II-1669 L_(A49) L_(B26) II-1670 L_(A50) L_(B26) II-1671 L_(A51) L_(B26) II-1677 L_(A57) L_(B26) II-1678 L_(A58) L_(B26) II-1683 L_(A63) L_(B26) II-1684 L_(A64) L_(B26) II-1686 L_(A66) L_(B26) II-1687 L_(A67) L_(B26) II-1688 L_(A68) L_(B26) II-1689 L_(A69) L_(B26) II-1695 L_(A6) L_(B27) II-1696 L_(A7) L_(B27) II-1701 L_(A12) L_(B27) II-1702 L_(A13) L_(B27) II-1704 L_(A15) L_(B27) II-1705 L_(A16) L_(B27) II-1706 L_(A17) L_(B27) II-1707 L_(A18) L_(B27) II-1713 L_(A24) L_(B27) II-1714 L_(A25) L_(B27) II-1719 L_(A30) L_(B27) II-1720 L_(A31) L_(B27) II-1722 L_(A33) L_(B27) II-1723 L_(A34) L_(B27) II-1724 L_(A35) L_(B27) II-1735 L_(A46) L_(B27) II-1736 L_(A47) L_(B27) II-1738 L_(A49) L_(B27) II-1739 L_(A50) L_(B27) II-1740 L_(A51) L_(B27) II-1746 L_(A57) L_(B27) II-1747 L_(A58) L_(B27) II-1752 L_(A63) L_(B27) II-1753 L_(A64) L_(B27) II-1755 L_(A66) L_(B27) II-1756 L_(A67) L_(B27) II-1757 L_(A68) L_(B27) II-1758 L_(A69) L_(B27) II-1764 L_(A6) L_(B28) II-1765 L_(A7) L_(B28) II-1770 L_(A12) L_(B28) II-1771 L_(A13) L_(B28) II-1773 L_(A15) L_(B28) II-1774 L_(A16) L_(B28) II-1775 L_(A17) L_(B28) II-1776 L_(A18) L_(B28) II-1782 L_(A24) L_(B28) II-1783 L_(A25) L_(B28) II-1788 L_(A30) L_(B28) II-1789 L_(A31) L_(B28) II-1791 L_(A33) L_(B28) II-1792 L_(A34) L_(B28) II-1793 L_(A35) L_(B28) II-1804 L_(A46) L_(B28) II-1805 L_(A47) L_(B28) II-1807 L_(A49) L_(B28) II-1808 L_(A50) L_(B28) II-1809 L_(A51) L_(B28) II-1815 L_(A57) L_(B28) II-1816 L_(A58) L_(B28) II-1821 L_(A63) L_(B28) II-1822 L_(A64) L_(B28) II-1824 L_(A66) L_(B28) II-1825 L_(A67) L_(B28) II-1826 L_(A68) L_(B28) II-1827 L_(A69) L_(B28),

wherein each L_(A) is defined as follows:

wherein each L_(B) is defined as follows:


10. The compound of claim 1, having the formula IrL_(A)(L_(B))₂, wherein the heteroleptic iridium complex is selected from the compounds in the following table: Compound Number L_(A) L_(B) II-1 L_(A6) L_(B1) II-2 L_(A12) L_(B1) II-3 L_(A13) L_(B1) II-4 L_(A16) L_(B1) II-5 L_(A17) L_(B1) II-6 L_(A24) L_(B1) II-7 L_(A30) L_(B1) II-8 L_(A31) L_(B1) II-9 L_(A34) L_(B1) II-10 L_(A35) L_(B1) II-20 L_(A46) L_(B1) II-21 L_(A47) L_(B1) II-23 L_(A49) L_(B1) II-24 L_(A50) L_(B1) II-25 L_(A51) L_(B1) II-31 L_(A57) L_(B1) II-32 L_(A58) L_(B1) II-37 L_(A63) L_(B1) II-38 L_(A64) L_(B1) II-40 L_(A66) L_(B1) II-41 L_(A67) L_(B1) II-42 L_(A68) L_(B1) II-43 L_(A69) L_(B1) II-44 L_(A6) L_(B2) II-45 L_(A7) L_(B2) II-49 L_(A12) L_(B2) II-50 L_(A13) L_(B2) II-51 L_(A16) L_(B2) II-52 L_(A17) L_(B2) II-56 L_(A24) L_(B2) II-60 L_(A30) L_(B2) II-61 L_(A31) L_(B2) II-62 L_(A34) L_(B2) II-63 L_(A35) L_(B2) II-73 L_(A46) L_(B2) II-74 L_(A47) L_(B2) II-76 L_(A49) L_(B2) II-77 L_(A50) L_(B2) II-78 L_(A51) L_(B2) II-84 L_(A57) L_(B2) II-85 L_(A58) L_(B2) II-90 L_(A63) L_(B2) II-91 L_(A64) L_(B2) II-93 L_(A66) L_(B2) II-94 L_(A67) L_(B2) II-95 L_(A68) L_(B2) II-96 L_(A69) L_(B2) II-101 L_(A6) L_(B3) II-102 L_(A7) L_(B3) II-107 L_(A12) L_(B3) II-108 L_(A13) L_(B3) II-110 L_(A15) L_(B3) II-111 L_(A16) L_(B3) II-112 L_(A17) L_(B3) II-113 L_(A18) L_(B3) II-118 L_(A24) L_(B3) II-119 L_(A25) L_(B3) II-124 L_(A30) L_(B3) II-125 L_(A31) L_(B3) II-127 L_(A33) L_(B3) II-128 L_(A34) L_(B3) II-129 L_(A35) L_(B3) II-140 L_(A46) L_(B3) II-141 L_(A47) L_(B3) II-143 L_(A49) L_(B3) II-144 L_(A50) L_(B3) II-145 L_(A51) L_(B3) II-146 L_(A52) L_(B3) II-151 L_(A57) L_(B3) II-152 L_(A58) L_(B3) II-157 L_(A63) L_(B3) II-158 L_(A64) L_(B3) II-160 L_(A66) L_(B3) II-161 L_(A67) L_(B3) II-162 L_(A68) L_(B3) II-163 L_(A69) L_(B3) II-168 L_(A6) L_(B3) II-169 L_(A7) L_(B3) II-174 L_(A12) L_(B4) II-175 L_(A13) L_(B4) II-177 L_(A15) L_(B4) II-178 L_(A16) L_(B4) II-179 L_(A17) L_(B4) II-180 L_(A18) L_(B4) II-185 L_(A24) L_(B4) II-186 L_(A25) L_(B4) II-191 L_(A30) L_(B4) II-192 L_(A31) L_(B4) II-194 L_(A33) L_(B4) II-195 L_(A34) L_(B4) II-196 L_(A35) L_(B4) II-207 L_(A46) L_(B4) II-208 L_(A47) L_(B4) II-210 L_(A49) L_(B4) II-211 L_(A50) L_(B4) II-212 L_(A51) L_(B4) II-218 L_(A57) L_(B4) II-219 L_(A58) L_(B4) II-224 L_(A63) L_(B4) II-225 L_(A64) L_(B4) II-227 L_(A66) L_(B4) II-228 L_(A67) L_(B4) II-229 L_(A68) L_(B4) II-230 L_(A69) L_(B4) II-234 L_(A6) L_(B5) II-235 L_(A7) L_(B5) II-240 L_(A12) L_(B5) II-241 L_(A13) L_(B5) II-243 L_(A15) L_(B5) II-244 L_(A16) L_(B5) II-245 L_(A17) L_(B5) II-246 L_(A18) L_(B5) II-251 L_(A24) L_(B5) II-252 L_(A25) L_(B5) II-257 L_(A30) L_(B5) II-258 L_(A31) L_(B5) II-260 L_(A33) L_(B5) II-261 L_(A34) L_(B5) II-262 L_(A35) L_(B5) II-267 L_(A40) L_(B5) II-268 L_(A41) L_(B5) II-273 L_(A46) L_(B5) II-274 L_(A47) L_(B5) II-276 L_(A49) L_(B5) II-277 L_(A50) L_(B5) II-278 L_(A51) L_(B5) II-284 L_(A57) L_(B5) II-285 L_(A58) L_(B5) II-290 L_(A63) L_(B5) II-291 L_(A64) L_(B5) II-293 L_(A66) L_(B5) II-294 L_(A67) L_(B5) II-295 L_(A68) L_(B5) II-296 L_(A69) L_(B5) II-301 L_(A6) L_(B6) II-302 L_(A7) L_(B6) II-307 L_(A12) L_(B6) II-308 L_(A13) L_(B6) II-310 L_(A15) L_(B6) II-311 L_(A16) L_(B6) II-312 L_(A17) L_(B6) II-313 L_(A18) L_(B6) II-318 L_(A24) L_(B6) II-319 L_(A25) L_(B6) II-324 L_(A30) L_(B6) II-325 L_(A31) L_(B6) II-327 L_(A33) L_(B6) II-328 L_(A34) L_(B6) II-329 L_(A35) L_(B6) II-340 L_(A46) L_(B6) II-341 L_(A47) L_(B6) II-343 L_(A49) L_(B6) II-344 L_(A50) L_(B6) II-345 L_(A51) L_(B6) II-346 L_(A52) L_(B6) II-351 L_(A57) L_(B6) II-352 L_(A58) L_(B6) II-357 L_(A63) L_(B6) II-358 L_(A64) L_(B6) II-360 L_(A66) L_(B6) II-361 L_(A67) L_(B6) II-362 L_(A68) L_(B6) II-363 L_(A69) L_(B6) II-368 L_(A6) L_(B7) II-369 L_(A7) L_(B7) II-374 L_(A12) L_(B7) II-375 L_(A13) L_(B7) II-377 L_(A15) L_(B7) II-378 L_(A16) L_(B7) II-379 L_(A17) L_(B7) II-380 L_(A18) L_(B7) II-385 L_(A24) L_(B7) II-386 L_(A25) L_(B7) II-391 L_(A30) L_(B7) II-392 L_(A31) L_(B7) II-394 L_(A33) L_(B7) II-395 L_(A34) L_(B7) II-396 L_(A35) L_(B7) II-407 L_(A46) L_(B7) II-408 L_(A47) L_(B7) II-410 L_(A49) L_(B7) II-411 L_(A50) L_(B7) II-412 L_(A51) L_(B7) II-413 L_(A52) L_(B7) II-418 L_(A57) L_(B7) II-419 L_(A58) L_(B7) II-424 L_(A63) L_(B7) II-425 L_(A64) L_(B7) II-427 L_(A66) L_(B7) II-428 L_(A67) L_(B7) II-429 L_(A68) L_(B7) II-430 L_(A69) L_(B7) II-435 L_(A6) L_(B8) II-436 L_(A7) L_(B8) II-441 L_(A12) L_(B8) II-442 L₁₃ L_(B8) II-444 L_(A15) L_(B8) II-445 L_(A16) L_(B8) II-446 L_(A17) L_(B8) II-447 L_(A18) L_(B8) II-452 L_(A24) L_(B8) II-453 L_(A25) L_(B8) II-458 L_(A30) L_(B8) II-459 L_(A31) L_(B8) II-461 L_(A33) L_(B8) II-462 L_(A34) L_(B8) II-468 L_(A40) L_(B8) II-469 L_(A41) L_(B8) II-474 L_(A46) L_(B8) II-475 L_(A47) L_(B8) II-477 L_(A49) L_(B8) II-478 L_(A50) L_(B8) II-479 L_(A51) L_(B8) II-480 L_(A52) L_(B8) II-485 L_(A57) L_(B8) II-486 L_(A58) L_(B8) II-491 L_(A63) L_(B8) II-492 L_(A64) L_(B8) II-494 L_(A66) L_(B8) II-495 L_(A67) L_(B8) II-496 L_(A68) L_(B8) II-497 L_(A69) L_(B8) II-501 L_(A6) L_(B9) II-502 L_(A7) L_(B9) II-507 L_(A12) L_(B9) II-508 L_(A13) L_(B9) II-510 L_(A15) L_(B9) II-511 L_(A16) L_(B9) II-512 L_(A17) L_(B9) II-513 L_(A18) L_(B9) II-517 L_(A24) L_(B9) II-518 L_(A25) L_(B9) II-523 L_(A30) L_(B9) II-524 L_(A31) L_(B9) II-526 L_(A33) L_(B9) II-527 L_(A34) L_(B9) II-528 L_(A35) L_(B9) II-538 L_(A46) L_(B9) II-539 L_(A47) L_(B9) II-541 L_(A49) L_(B9) II-542 L_(A50) L_(B9) II-543 L_(A51) L_(B9) II-548 L_(A57) L_(B9) II-549 L_(A58) L_(B9) II-554 L_(A63) L_(B9) II-555 L_(A64) L_(B9) II-557 L_(A66) L_(B9) II-558 L_(A67) L_(B9) II-559 L_(A68) L_(B9) II-560 L_(A69) L_(B9) II-566 L_(A6) L_(B10) II-567 L_(A7) L_(B10) II-572 L_(A12) L_(B10) II-573 L_(A13) L_(B10) II-575 L_(A15) L_(B10) II-576 L_(A16) L_(B10) II-577 L_(A17) L_(B10) II-578 L_(A18) L_(B10) II-584 L_(A24) L_(B10) II-585 L_(A25) L_(B10) II-590 L_(A30) L_(B10) II-591 L_(A31) L_(B10) II-593 L_(A33) L_(B10) II-594 L_(A34) L_(B10) II-595 L_(A35) L_(B10) II-606 L_(A46) L_(B10) II-607 L_(A47) L_(B10) II-609 L_(A49) L_(B10) II-610 L_(A50) L_(B10) II-611 L_(A51) L_(B10) II-617 L_(A57) L_(B10) II-618 L_(A58) L_(B10) II-623 L_(A63) L_(B10) II-624 L_(A64) L_(B10) II-626 L_(A66) L_(B10) II-627 L_(A67) L_(B10) II-628 L_(A68) L_(B10) II-629 L_(A69) L_(B10) II-635 L_(A6) L_(B11) II-636 L_(A7) L_(B11) II-641 L_(A12) L_(B11) II-642 L_(A13) L_(B11) II-644 L_(A15) L_(B11) II-645 L_(A16) L_(B11) II-646 L_(A17) L_(B11) II-647 L_(A18) L_(B11) II-653 L_(A24) L_(B11) II-654 L_(A25) L_(B11) II-659 L_(A30) L_(B11) II-660 L_(A31) L_(B11) II-662 L_(A33) L_(B11) II-663 L_(A34) L_(B11) II-664 L_(A35) L_(B11) II-675 L_(A46) L_(B11) II-676 L_(A47) L_(B11) II-678 L_(A49) L_(B11) II-679 L_(A50) L_(B11) II-680 L_(A51) L_(B11) II-686 L_(A57) L_(B11) II-687 L_(A58) L_(B11) II-692 L_(A63) L_(B11) II-693 L_(A64) L_(B11) II-695 L_(A66) L_(B11) II-696 L_(A67) L_(B11) II-697 L_(A68) L_(B11) II-698 L_(A69) L_(B11) II-702 L_(A6) L_(B12) II-703 L_(A7) L_(B12) II-708 L_(A12) L_(B12) II-709 L_(A13) L_(B12) II-711 L_(A15) L_(B12) II-712 L_(A16) L_(B12) II-713 L_(A17) L_(B12) II-714 L_(A18) L_(B12) II-718 L_(A24) L_(B12) II-719 L_(A25) L_(B12) II-724 L_(A30) L_(B12) II-725 L_(A31) L_(B12) II-727 L_(A33) L_(B12) II-728 L_(A34) L_(B12) II-729 L_(A35) L_(B12) II-733 L_(A40) L_(B12) II-734 L_(A41) L_(B12) II-739 L_(A46) L_(B12) II-740 L_(A47) L_(B12) II-742 L_(A49) L_(B12) II-743 L_(A50) L_(B12) II-744 L_(A51) L_(B12) II-749 L_(A57) L_(B12) II-750 L_(A58) L_(B12) II-755 L_(A63) L_(B12) II-756 L_(A64) L_(B12) II-758 L_(A66) L_(B12) II-759 L_(A67) L_(B12) II-760 L_(A68) L_(B12) II-761 L_(A69) L_(B12) II-767 L_(A6) L_(B13) II-768 L_(A7) L_(B13) II-773 L_(A12) L_(B13) II-774 L_(A13) L_(B13) II-776 L_(A15) L_(B13) II-777 L_(A16) L_(B13) II-778 L_(A17) L_(B13) II-779 L_(A18) L_(B13) II-785 L_(A24) L_(B13) II-786 L_(A25) L_(B13) II-791 L_(A30) L_(B13) II-792 L_(A31) L_(B13) II-794 L_(A33) L_(B13) II-795 L_(A34) L_(B13) II-796 L_(A35) L_(B13) II-807 L_(A46) L_(B13) II-808 L_(A47) L_(B13) II-810 L_(A49) L_(B13) II-811 L_(A50) L_(B13) II-812 L_(A51) L_(B13) II-813 L_(A52) L_(B13) II-818 L_(A57) L_(B13) II-819 L_(A58) L_(B13) II-824 L_(A63) L_(B13) II-825 L_(A64) L_(B13) II-827 L_(A66) L_(B13) II-828 L_(A67) L_(B13) II-829 L_(A68) L_(B13) II-830 L_(A69) L_(B13) II-836 L_(A6) L_(B14) II-837 L_(A7) L_(B14) II-842 L_(A12) L_(B14) II-843 L_(A13) L_(B14) II-845 L_(A15) L_(B14) II-846 L_(A16) L_(B14) II-847 L_(A17) L_(B14) II-848 L_(A18) L_(B14) II-854 L_(A24) L_(B14) II-855 L_(A25) L_(B14) II-860 L_(A30) L_(B14) II-861 L_(A31) L_(B14) II-863 L_(A33) L_(B14) II-864 L_(A34) L_(B14) II-865 L_(A35) L_(B14) II-876 L_(A46) L_(B14) II-877 L_(A47) L_(B14) II-879 L_(A49) L_(B14) II-880 L_(A50) L_(B14) II-881 L_(A51) L_(B14) II-882 L_(A52) L_(B14) II-887 L_(A57) L_(B14) II-888 L_(A58) L_(B14) II-893 L_(A63) L_(B14) II-894 L_(A64) L_(B14) II-896 L_(A66) L_(B14) II-897 L_(A67) L_(B14) II-898 L_(A68) L_(B14) II-899 L_(A69) L_(B14) II-905 L_(A6) L_(B15) II-906 L_(A7) L_(B15) II-911 L_(A12) L_(B15) II-912 L_(A13) L_(B15) II-914 L_(A15) L_(B15) II-915 L_(A16) L_(B15) II-916 L_(A17) L_(B15) II-917 L_(A18) L_(B15) II-923 L_(A24) L_(B15) II-924 L_(A25) L_(B15) II-929 L_(A30) L_(B15) II-930 L_(A31) L_(B15) II-932 L_(A33) L_(B15) II-933 L_(A34) L_(B15) II-934 L_(A35) L_(B15) II-939 L_(A40) L_(B15) II-940 L_(A41) L_(B15) II-945 L_(A46) L_(B15) II-946 L_(A47) L_(B15) II-948 L_(A49) L_(B15) II-949 L_(A50) L_(B15) II-950 L_(A51) L_(B15) II-951 L_(A52) L_(B15) II-956 L_(A57) L_(B15) II-957 L_(A58) L_(B15) II-962 L_(A63) L_(B15) II-963 L_(A64) L_(B15) II-965 L_(A66) L_(B15) II-966 L_(A67) L_(B15) II-967 L_(A68) L_(B15) II-968 L_(A69) L_(B15) II-972 L_(A6) L_(B16) II-973 L_(A7) L_(B16) II-978 L_(A12) L_(B16) II-979 L_(A13) L_(B16) II-981 L_(A15) L_(B16) II-982 L_(A16) L_(B16) II-983 L_(A17) L_(B16) II-984 L_(A18) L_(B16) II-988 L_(A24) L_(B16) II-989 L_(A25) L_(B16) II-994 L_(A30) L_(B16) II-995 L_(A31) L_(B16) II-997 L_(A33) L_(B16) II-998 L_(A34) L_(B16) II-999 L_(A35) L_(B16) II-1003 L_(A40) L_(B16) II-1004 L_(A41) L_(B16) II-1009 L_(A46) L_(B16) II-1010 L_(A47) L_(B16) II-1012 L_(A49) L_(B16) II-1013 L_(A50) L_(B16) II-1014 L_(A51) L_(B16) II-1019 L_(A57) L_(B16) II-1020 L_(A58) L_(B16) II-1025 L_(A63) L_(B16) II-1026 L_(A64) L_(B16) II-1028 L_(A66) L_(B16) II-1029 L_(A67) L_(B16) II-1030 L_(A68) L_(B16) II-1031 L_(A69) L_(B16) II-1075 L_(A46) L_(B17) II-1076 L_(A47) L_(B17) II-1078 L_(A49) L_(B17) II-1079 L_(A50) L_(B17) II-1080 L_(A51) L_(B17) II-1086 L_(A57) L_(B17) II-1087 L_(A58) L_(B17) II-1093 L_(A64) L_(B17) II-1095 L_(A66) L_(B17) II-1096 L_(A67) L_(B17) II-1097 L_(A68) L_(B17) II-1098 L_(A69) L_(B17) II-1142 L_(A46) L_(B18) II-1143 L_(A47) L_(B18) II-1145 L_(A49) L_(B18) II-1146 L_(A50) L_(B18) II-1147 L_(A51) L_(B18) II-1153 L_(A57) L_(B18) II-1154 L_(A58) L_(B18) II-1159 L_(A63) L_(B18) II-1160 L_(A64) L_(B18) II-1162 L_(A66) L_(B18) II-1163 L_(A67) L_(B18) II-1164 L_(A68) L_(B18) II-1165 L_(A69) L_(B18) II-1209 L_(A46) L_(B19) II-1210 L_(A47) L_(B19) II-1212 L_(A49) L_(B19) II-1213 L_(A50) L_(B19) II-1214 L_(A51) L_(B19) II-1220 L_(A57) L_(B19) II-1221 L_(A58) L_(B19) II-1226 L_(A63) L_(B19) II-1227 L_(A64) L_(B19) II-1229 L_(A66) L_(B19) II-1230 L_(A67) L_(B19) II-1231 L_(A68) L_(B19) II-1232 L_(A69) L_(B19) II-1276 L_(A46) L_(B20) II-1277 L_(A47) L_(B20) II-1279 L_(A49) L_(B20) II-1280 L_(A50) L_(B20) II-1281 L_(A51) L_(B20) II-1287 L_(A57) L_(B20) II-1288 L_(A58) L_(B20) II-1293 L_(A63) L_(B20) II-1294 L_(A64) L_(B20) II-1296 L_(A66) L_(B20) II-1297 L_(A67) L_(B20) II-1298 L_(A68) L_(B20) II-1299 L_(A69) L_(B20) II-1343 L_(A46) L_(B21) II-1344 L_(A47) L_(B21) II-1346 L_(A49) L_(B21) II-1347 L_(A50) L_(B21) II-1348 L_(A51) L_(B21) II-1354 L_(A57) L_(B21) II-1355 L_(A58) L_(B21) II-1360 L_(A63) L_(B21) II-1361 L_(A64) L_(B21) II-1363 L_(A66) L_(B21) II-1364 L_(A67) L_(B21) II-1365 L_(A68) L_(B21) II-1366 L_(A69) L_(B21) II-1401 L_(A57) L_(B22) II-1402 L_(A58) L_(B22) II-1407 L_(A63) L_(B22) II-1408 L_(A64) L_(B22) II-1410 L_(A66) L_(B22) II-1411 L_(A67) L_(B22) II-1412 L_(A68) L_(B22) II-1413 L_(A69) L_(B22) II-1419 L_(A6) L_(B23) II-1420 L_(A7) L_(B23) II-1425 L_(A12) L_(B23) II-1426 L_(A13) L_(B23) II-1428 L_(A15) L_(B23) II-1429 L_(A16) L_(B23) II-1430 L_(A17) L_(B23) II-1431 L_(A18) L_(B23) II-1437 L_(A24) L_(B23) II-1438 L_(A25) L_(B23) II-1443 L_(A30) L_(B23) II-1444 L_(A31) L_(B23) II-1446 L_(A33) L_(B23) II-1447 L_(A34) L_(B23) II-1448 L_(A35) L_(B23) II-1459 L_(A46) L_(B23) II-1460 L_(A47) L_(B23) II-1462 L_(A49) L_(B23) II-1463 L_(A50) L_(B23) II-1464 L_(A51) L_(B23) II-1470 L_(A57) L_(B23) II-1471 L_(A58) L_(B23) II-1476 L_(A63) L_(B23) II-1477 L_(A64) L_(B23) II-1479 L_(A66) L_(B23) II-1480 L_(A67) L_(B23) II-1481 L_(A68) L_(B23) II-1482 L_(A69) L_(B23) II-1488 L_(A6) L_(B24) II-1489 L_(A7) L_(B24) II-1494 L_(A12) L_(B24) II-1495 L_(A13) L_(B24) II-1497 L_(A15) L_(B24) II-1498 L_(A16) L_(B24) II-1499 L_(A17) L_(B24) II-1500 L_(A18) L_(B24) II-1506 L_(A24) L_(B24) II-1507 L_(A25) L_(B24) II-1512 L_(A30) L_(B24) II-1513 L_(A31) L_(B24) II-1515 L_(A33) L_(B24) II-1516 L_(A34) L_(B24) II-1517 L_(A35) L_(B24) II-1528 L_(A46) L_(B24) II-1529 L_(A47) L_(B24) II-1531 L_(A49) L_(B24) II-1532 L_(A50) L_(B24) II-1533 L_(A51) L_(B24) II-1539 L_(A57) L_(B24) II-1540 L_(A58) L_(B24) II-1545 L_(A63) L_(B24) II-1546 L_(A64) L_(B24) II-1548 L_(A66) L_(B24) II-1549 L_(A67) L_(B24) II-1550 L_(A68) L_(B24) II-1551 L_(A69) L_(B24) II-1557 L_(A6) L_(B25) II-1558 L_(A7) L_(B25) II-1563 L_(A12) L_(B25) II-1564 L_(A13) L_(B25) II-1566 L_(A15) L_(B25) II-1567 L_(A16) L_(B25) II-1568 L_(A17) L_(B25) II-1569 L_(A18) L_(B25) II-1575 L_(A24) L_(B25) II-1576 L_(A25) L_(B25) II-1581 L_(A30) L_(B25) II-1582 L_(A31) L_(B25) II-1584 L_(A33) L_(B25) II-1585 L_(A34) L_(B25) II-1586 L_(A35) L_(B25) II-1597 L_(A46) L_(B25) II-1598 L_(A47) L_(B25) II-1600 L_(A49) L_(B25) II-1601 L_(A50) L_(B25) II-1602 L_(A51) L_(B25) II-1608 L_(A57) L_(B25) II-1609 L_(A58) L_(B25) II-1614 L_(A63) L_(B25) II-1615 L_(A64) L_(B25) II-1617 L_(A66) L_(B25) II-1618 L_(A67) L_(B25) II-1619 L_(A68) L_(B25) II-1620 L_(A69) L_(B25) II-1626 L_(A6) L_(B26) II-1627 L_(A7) L_(B26) II-1632 L_(A12) L_(B26) II-1633 L_(A13) L_(B26) II-1635 L_(A15) L_(B26) II-1636 L_(A16) L_(B26) II-1637 L_(A17) L_(B26) II-1638 L_(A18) L_(B26) II-1644 L_(A24) L_(B26) II-1645 L_(A25) L_(B26) II-1650 L_(A30) L_(B26) II-1651 L_(A31) L_(B26) II-1653 L_(A33) L_(B26) II-1654 L_(A34) L_(B26) II-1655 L_(A35) L_(B26) II-1666 L_(A46) L_(B26) II-1667 L_(A47) L_(B26) II-1669 L_(A49) L_(B26) II-1670 L_(A50) L_(B26) II-1671 L_(A51) L_(B26) II-1677 L_(A57) L_(B26) II-1678 L_(A58) L_(B26) II-1683 L_(A63) L_(B26) II-1684 L_(A64) L_(B26) II-1686 L_(A66) L_(B26) II-1687 L_(A67) L_(B26) II-1688 L_(A68) L_(B26) II-1689 L_(A69) L_(B26) II-1695 L_(A6) L_(B27) II-1696 L_(A7) L_(B27) II-1701 L_(A12) L_(B27) II-1702 L_(A13) L_(B27) II-1704 L_(A15) L_(B27) II-1705 L_(A16) L_(B27) II-1706 L_(A17) L_(B27) II-1707 L_(A18) L_(B27) II-1713 L_(A24) L_(B27) II-1714 L_(A25) L_(B27) II-1719 L_(A30) L_(B27) II-1720 L_(A31) L_(B27) II-1722 L_(A33) L_(B27) II-1723 L_(A34) L_(B27) II-1724 L_(A35) L_(B27) II-1735 L_(A46) L_(B27) II-1736 L_(A47) L_(B27) II-1738 L_(A49) L_(B27) II-1739 L_(A50) L_(B27) II-1740 L_(A51) L_(B27) II-1746 L_(A57) L_(B27) II-1747 L_(A58) L_(B27) II-1752 L_(A63) L_(B27) II-1753 L_(A64) L_(B27) II-1755 L_(A66) L_(B27) II-1756 L_(A67) L_(B27) II-1757 L_(A68) L_(B27) II-1758 L_(A69) L_(B27) II-1764 L_(A6) L_(B28) II-1765 L_(A7) L_(B28) II-1770 L_(A12) L_(B28) II-1771 L_(A13) L_(B28) II-1773 L_(A15) L_(B28) II-1774 L_(A16) L_(B28) II-1775 L_(A17) L_(B28) II-1776 L_(A18) L_(B28) II-1782 L_(A24) L_(B28) II-1783 L_(A25) L_(B28) II-1788 L_(A30) L_(B28) II-1789 L_(A31) L_(B28) II-1791 L_(A33) L_(B28) II-1792 L_(A34) L_(B28) II-1793 L_(A35) L_(B28) II-1804 L_(A46) L_(B28) II-1805 L_(A47) L_(B28) II-1807 L_(A49) L_(B28) II-1808 L_(A50) L_(B28) II-1809 L_(A51) L_(B28) II-1815 L_(A57) L_(B28) II-1816 L_(A58) L_(B28) II-1821 L_(A63) L_(B28) II-1822 L_(A64) L_(B28) II-1824 L_(A66) L_(B28) II-1825 L_(A67) L_(B28) II-1826 L_(A68) L_(B28) II-1827 L_(A69) L_(B28),

wherein each L_(A) is defined as follows:

wherein each L_(B) is defined as follows:


11. A heteroleptic iridium complex having a formula IrL_(A)(L_(B))₂ selected from the group consisting of Compound II-263 (L_(A36), L_(B5), Compound II-264 (L_(A37), L_(B5)), Compound II-265 (L_(A38), L_(B5)), Compound II-266 (L_(A39), L_(B5)), Compound II-269 (L_(A42), L_(B5)), Compound II-270 (L_(A43), L_(B5)), Compound II-271 (L_(A44), L_(B5)), Compound II-272 (L_(A45), L_(B5)), Compound II-280 (L_(A53), L_(B5), Compound II-281 (L_(A54), L_(B5)), Compound II-282 (L_(A55), L_(B5)), Compound II-283 (L_(A56), L_(B5)), Compound II-286 (L_(A59), L_(B5)), Compound II-287 (L_(A60), L_(B5)), Compound II-288 (L_(A61), L_(B5)), Compound II-289 (L_(A62), L_(B5)), Compound II-730 (L_(A37), L_(B12)), Compound II-731 (L_(A38), L_(B12)), Compound II-732 (L_(A39), L_(B12)), Compound II-735 (L_(A42), L_(B12)), Compound II-736 (L_(A43), L_(B12)), Compound II-737 (L_(A44), L_(B12)), Compound II-738 (L_(A45), L_(B12)), Compound II-746 (L_(A54), L_(B12)), Compound II-747 (L_(A55), L_(B12)), Compound II-748 (L_(A56), L_(B12)), Compound II-751 (L_(A59), L_(B12)), Compound II-752 (L_(A60), L_(B12)), Compound II-753 (L_(A61), L_(B12)), Compound II-754 (L_(A62), L_(B12)), Compound II-1470 (L_(A57), L_(B23)), Compound II-1471 (L_(A58), L_(B23)), Compound II-1476 (L_(A63), L_(B23)), Compound II-1477 (L_(A64), L_(B23)), Compound II-1478 (L_(A65), L_(B23)), Compound II-1488 (L_(A6), L_(B24)), Compound II-1489 (L_(A7), L_(B24)), Compound II-1494 (L_(A12), L_(B24)), Compound II-1495 (L_(A13), L_(B24)), Compound II-1539 (L_(A57), L_(B24)), Compound II-1540 (L_(A58), L_(B24)), Compound II-1545 (L_(A63), L_(B24)), Compound II-1546 (L_(A64), L_(B24)), Compound II-1547 (L_(A65), L_(B24)), Compound II-1557 (L_(A6), L_(B25)), Compound II-1558 (L_(A7), L_(B25)), Compound II-1563 (L_(A12), L_(B25)), Compound II-1564 (L_(A13), L_(B25)), Compound II-1677 (L_(A57), L_(B26)), Compound II-1678 (L_(A58), L_(B26)), Compound II-1683 (L_(A63), L_(B26)), Compound II-1684 (L_(A64), L_(B26)), Compound II-1685 (L_(A65), L_(B26)), Compound II-1695 (L_(A6), L_(B27)), Compound II-1696 (L_(A7), L_(B27)), Compound II-1701 (L_(A12), L_(B27)), and Compound II-1702 (L_(A13), L_(B27)), wherein L_(A6), L_(A7), L_(A12), L_(A13), L_(A36), L_(A37), L_(A38), L_(A39), L_(A42), L_(A43), L_(A44), L_(A45), L_(A53), L_(A54), L_(A55), L_(A56), L_(A57), L_(A58), L_(A59), L_(A60), L_(A61), L_(A62), L_(A63), L_(A64), L_(A65), are defined as follows:

wherein L_(B5), L_(B12), L_(B23), L_(B24), L_(B25), L_(B26), and L_(B27) are defined as follows:

and wherein the dashed lines represent bonds to the central iridium atom.
 12. A first device comprising a first organic light emitting device, the first organic light emitting device comprising: an anode; a cathode; and an organic layer, disposed between the anode and the cathode, comprising a compound having the formula:

wherein R₁, R₂, R₃, R₄, R₅, and R₆, are independently selected from the group consisting of hydrogen, deuterium, cycloalkyl, deuterated cycloalkyl, alkyl, and deuterated alkyl; wherein any two adjacent R₁, R₂, R₃, R₄, R₅, and R₆ are optionally linked together to form a ring; wherein ring A is attached to the 4- or 5-position of ring B; wherein R and R′ represent mono-, di-, tri- or tetra-substitution and are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and wherein at least one of the following is true: (i) at least one of R¹ to R³ is alkyl or cycloalkyl, and at least one of R¹ to R³ is deuterated alkyl or deuterated cycloalkyl; (ii) at least one of R⁴ to R⁶ is alkyl or cycloalkyl, and at least one of R⁴ to R⁶ is deuterated alkyl or deuterated cycloalkyl; (iii) R₁ and R₃ are both independently selected from cycloalkyl, deuterated cycloalkyl, alkyl and deuterated alkyl; (iv) each of R₁, R₂, and R₃ is independently selected from selected from cycloalkyl, deuterated cycloalkyl, alkyl and deuterated alkyl; (v) at least one of R₁, R₂, and R₃ is cycloalkyl or deuterated cycloalkyl; (vi) at least one pair of adjacent substituents of R₁, R₂, R₃, R₄, R₅, and R₆ are linked together to form a ring.
 13. The first device of claim 12, wherein the organic layer is an emissive layer and the compound is an emissive dopant, or the organic layer is an emissive layer and the compound is a non-emissive dopant.
 14. The first device of claim 12, wherein the organic layer further comprises a host, and the host comprises a triphenylene containing benzo-fused thiophene or benzo-fused furan; wherein any substituent in the host is an unfused substituent independently selected from the group consisting of C_(n)H_(2n+1), OC_(n)H_(2n+1), OAr₁, N(C_(n)H_(2n+1))₂, N(Ar₁)(Ar₂), CH═CH—C_(n)H_(2n+1), C≡CC_(n)H_(2n+1), Ar₁, Ar₁—Ar₂, C_(n)H_(2n)—Ar₁, wherein n is from 1 to 10; and wherein Ar₁ and Ar₂ are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof.
 15. The first device of claim 12, wherein the first device further comprises a second emissive dopant having a peak wavelength of between 400 to 500 nanometers, and the second emissive dopant is a fluorescent emitter.
 16. The first device of claim 12, wherein the first device further comprises a second emissive dopant having a peak wavelength of between 400 to 500 nanometers, and the second emissive dopant is a phosphorescent emitter.
 17. A formulation comprising a compound of claim
 1. 18. A consumer product comprising a first organic light emitting device, the first organic light emitting device comprising: an anode; a cathode; and an organic layer, disposed between the anode and the cathode, comprising a compound of claim
 1. 19. The consumer product of claim 18, wherein the consumer product is selected from the group consisting of a flat panel display, a computer monitor, a television, a billboard, lights for interior or exterior illumination and/or signaling, a heads up display, a fully transparent display, a flexible display, a laser printer, a telephone, a cell phone, a personal digital assistant (PDA), a laptop computer, a digital camera, a camcorder, a viewfinder, a micro-display, a vehicle, a wall, theater or stadium screen, and a sign. 